diff --git a/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/semver/RangeTokenReader.kt b/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/semver/RangeTokenReader.kt
new file mode 100644
index 000000000..00a0524b2
--- /dev/null
+++ b/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/semver/RangeTokenReader.kt
@@ -0,0 +1,251 @@
+/*
+ * Copyright 2019-2020 Mamoe Technologies and contributors.
+ *
+ * 此源代码的使用受 GNU AFFERO GENERAL PUBLIC LICENSE version 3 许可证的约束, 可以在以下链接找到该许可证.
+ * Use of this source code is governed by the GNU AFFERO GENERAL PUBLIC LICENSE version 3 license that can be found via the following link.
+ *
+ * https://github.com/mamoe/mirai/blob/master/LICENSE
+ *
+ */
+
+@file:Suppress("MemberVisibilityCanBePrivate")
+
+package net.mamoe.mirai.console.internal.util.semver
+
+import net.mamoe.mirai.console.util.SemVersion
+import kotlin.math.max
+import kotlin.math.min
+
+internal object RangeTokenReader {
+    enum class TokenType {
+        STRING,
+
+        /* 左括号 */
+        LEFT,
+
+        /* 右括号 */
+        RIGHT,
+
+        /* || */
+        OR,
+
+        /* && */
+        AND,
+        GROUP
+    }
+
+    sealed class Token {
+        abstract val type: TokenType
+        abstract val value: String
+        abstract val position: Int
+
+        class LeftBracket(override val position: Int) : Token() {
+            override val type: TokenType get() = TokenType.LEFT
+            override val value: String get() = "{"
+
+            override fun toString(): String = "LB{"
+        }
+
+        class RightBracket(override val position: Int) : Token() {
+            override val type: TokenType get() = TokenType.RIGHT
+            override val value: String get() = "}"
+
+            override fun toString(): String = "RB}"
+        }
+
+        class Or(override val position: Int) : Token() {
+            override val type: TokenType get() = TokenType.OR
+            override val value: String get() = "||"
+            override fun toString(): String = "OR||"
+        }
+
+        class And(override val position: Int) : Token() {
+            override val type: TokenType get() = TokenType.AND
+            override val value: String get() = "&&"
+
+            override fun toString(): String = "AD&&"
+        }
+
+        class Group(val values: List<Token>, override val position: Int) : Token() {
+            override val type: TokenType get() = TokenType.GROUP
+            override val value: String get() = ""
+        }
+
+        class Raw(val source: String, val start: Int, val end: Int) : Token() {
+            override val value: String get() = source.substring(start, end)
+            override val position: Int
+                get() = start
+            override val type: TokenType get() = TokenType.STRING
+
+            override fun toString(): String = "R:$value"
+        }
+    }
+
+    fun parseToTokens(source: String): List<Token> = ArrayList<Token>(
+        max(source.length / 3, 16)
+    ).apply {
+        var index = 0
+        var position = 0
+        fun flushOld() {
+            if (position > index) {
+                val id = index
+                index = position
+                for (i in id until position) {
+                    if (!source[i].isWhitespace()) {
+                        add(Token.Raw(source, id, position))
+                        return
+                    }
+                }
+            }
+        }
+
+        val iterator = source.indices.iterator()
+        for (i in iterator) {
+            position = i
+            when (source[i]) {
+                '{' -> {
+                    flushOld()
+                    add(Token.LeftBracket(i))
+                    index = i + 1
+                }
+                '|' -> {
+                    if (source.getOrNull(i + 1) == '|') {
+                        flushOld()
+                        add(Token.Or(i))
+                        index = i + 2
+                        iterator.nextInt()
+                    }
+                }
+                '&' -> {
+                    if (source.getOrNull(i + 1) == '&') {
+                        flushOld()
+                        add(Token.And(i))
+                        index = i + 2
+                        iterator.nextInt()
+                    }
+                }
+                '}' -> {
+                    flushOld()
+                    add(Token.RightBracket(i))
+                    index = i + 1
+                }
+            }
+        }
+        position = source.length
+        flushOld()
+    }
+
+    fun collect(source: String, tokens: Iterator<Token>, root: Boolean): List<Token> = ArrayList<Token>().apply {
+        tokens.forEach { token ->
+            if (token is Token.LeftBracket) {
+                add(Token.Group(collect(source, tokens, false), token.position))
+            } else if (token is Token.RightBracket) {
+                if (root) {
+                    throw IllegalArgumentException("Syntax error: Unexpected }, ${buildMsg(source, token.position)}")
+                } else {
+                    return@apply
+                }
+            } else add(token)
+        }
+        if (!root) {
+            throw IllegalArgumentException("Syntax error: Excepted }, ${buildMsg(source, source.length)}")
+        }
+    }
+
+    private fun buildMsg(source: String, position: Int): String {
+        val ed = min(position + 10, source.length)
+        val st = max(0, position - 10)
+        return buildString {
+            append('`')
+            if (st != 0) append("...")
+            append(source, st, ed)
+            if (ed != source.length) append("...")
+            append("` at ").append(position)
+        }
+    }
+
+    fun check(source: String, tokens: Iterator<Token>, group: Token.Group?) {
+        if (!tokens.hasNext()) {
+            throw IllegalArgumentException("Syntax error: empty rule, ${buildMsg(source, group?.position ?: 0)}")
+        }
+        var type = false
+        do {
+            val next = tokens.next()
+            if (type) {
+                if (next is Token.Group || next is Token.Raw) {
+                    throw IllegalArgumentException("Syntax error: Except logic but got expression, ${buildMsg(source, next.position)}")
+                }
+            } else {
+                if (next is Token.Or || next is Token.And) {
+                    throw IllegalArgumentException("Syntax error: Except expression but got logic, ${buildMsg(source, next.position)}")
+                }
+                if (next is Token.Group) {
+                    check(source, next.values.iterator(), next)
+                }
+            }
+            type = !type
+        } while (tokens.hasNext())
+        if (!type) {
+            throw IllegalArgumentException("Syntax error: Except more expression, ${buildMsg(source, group?.values?.last()?.position ?: source.length)}")
+        }
+    }
+
+    fun parse(source: String, token: Token): SemVersion.Requirement {
+        return when (token) {
+            is Token.Group -> {
+                if (token.values.size == 1) {
+                    parse(source, token.values.first())
+                } else {
+                    val logic = token.values.asSequence().map { it.type }.filter {
+                        it == TokenType.OR || it == TokenType.AND
+                    }.toSet()
+                    if (logic.size == 2) {
+                        throw IllegalArgumentException("Syntax error: || and && cannot use in one group, ${buildMsg(source, token.position)}")
+                    }
+                    val rules = token.values.asSequence().filter {
+                        it is Token.Raw || it is Token.Group
+                    }.map { parse(source, it) }.toList()
+                    when (logic.first()) {
+                        TokenType.OR -> {
+                            return object : SemVersion.Requirement {
+                                override fun test(version: SemVersion): Boolean {
+                                    rules.forEach { if (it.test(version)) return true }
+                                    return false
+                                }
+                            }
+                        }
+                        TokenType.AND -> {
+                            return object : SemVersion.Requirement {
+                                override fun test(version: SemVersion): Boolean {
+                                    rules.forEach { if (!it.test(version)) return false }
+                                    return true
+                                }
+                            }
+                        }
+                        else -> throw AssertionError()
+                    }
+                }
+            }
+            is Token.Raw -> SemVersionInternal.parseRule(token.value)
+            else -> throw AssertionError()
+        }
+    }
+
+    fun StringBuilder.dump(prefix: String, token: Token) {
+        when (token) {
+            is Token.LeftBracket -> append("${prefix}LF {\n")
+
+            is Token.RightBracket -> append("${prefix}LR }\n")
+
+            is Token.Or -> append("${prefix}OR ||\n")
+
+            is Token.And -> append("${prefix}AND &&\n")
+            is Token.Group -> {
+                append("${prefix}GROUP {\n")
+                token.values.forEach { dump("$prefix  ", it) }
+                append("${prefix}}\n")
+            }
+            is Token.Raw -> append("${prefix}RAW ${token.value}\n")
+        }
+    }
+}
\ No newline at end of file
diff --git a/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/SemVersionInternal.kt b/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/semver/SemVersionInternal.kt
similarity index 91%
rename from backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/SemVersionInternal.kt
rename to backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/semver/SemVersionInternal.kt
index 2cbe56ec4..afe950ce3 100644
--- a/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/SemVersionInternal.kt
+++ b/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/internal/util/semver/SemVersionInternal.kt
@@ -8,12 +8,9 @@
  *
  */
 
-/*
- * @author Karlatemp <karlatemp@vip.qq.com> <https://github.com/Karlatemp>
- */
-
-package net.mamoe.mirai.console.internal.util
+package net.mamoe.mirai.console.internal.util.semver
 
+import net.mamoe.mirai.console.internal.util.semver.RangeTokenReader.dump
 import net.mamoe.mirai.console.util.SemVersion
 import kotlin.math.max
 import kotlin.math.min
@@ -80,8 +77,8 @@ internal object SemVersionInternal {
     }
 
     @JvmStatic
-    private fun String.parseRule(): SemVersion.Requirement {
-        val trimmed = trim()
+    internal fun parseRule(rule: String): SemVersion.Requirement {
+        val trimmed = rule.trim()
         if (directVersion.matches(trimmed)) {
             val parsed = SemVersion.invoke(trimmed)
             return object : SemVersion.Requirement {
@@ -143,7 +140,7 @@ internal object SemVersionInternal {
                 else -> error("operator=$operator, version=$version1")
             }
         }
-        throw IllegalArgumentException("Cannot parse $this")
+        throw IllegalArgumentException("Cannot parse $rule")
     }
 
     private fun SemVersion.Requirement.withRule(rule: String): SemVersion.Requirement {
@@ -158,19 +155,16 @@ internal object SemVersionInternal {
         if (requirement.isBlank()) {
             throw IllegalArgumentException("Invalid requirement: Empty requirement rule.")
         }
-        return requirement.split("||").map {
-            it.parseRule().withRule(it)
-        }.let { checks ->
-            if (checks.size == 1) return checks[0]
-            object : SemVersion.Requirement {
-                override fun test(version: SemVersion): Boolean {
-                    checks.forEach { rule ->
-                        if (rule.test(version)) return true
-                    }
-                    return false
-                }
-            }.withRule(requirement)
-        }
+        val tokens = RangeTokenReader.parseToTokens(requirement)
+        val collected = RangeTokenReader.collect(requirement, tokens.iterator(), true)
+        RangeTokenReader.check(requirement, collected.iterator(), null)
+        return kotlin.runCatching {
+            RangeTokenReader.parse(requirement, RangeTokenReader.Token.Group(collected, 0)).withRule(requirement)
+        }.onFailure { error ->
+            throw IllegalArgumentException("Exception in parsing $requirement\n\n" + buildString {
+                collected.forEach { dump("", it) }
+            }, error)
+        }.getOrThrow()
     }
 
     @JvmStatic
diff --git a/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/util/SemVersion.kt b/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/util/SemVersion.kt
index bed586514..de1d647f8 100644
--- a/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/util/SemVersion.kt
+++ b/backend/mirai-console/src/main/kotlin/net/mamoe/mirai/console/util/SemVersion.kt
@@ -23,7 +23,7 @@ import kotlinx.serialization.builtins.serializer
 import net.mamoe.mirai.console.compiler.common.ResolveContext
 import net.mamoe.mirai.console.compiler.common.ResolveContext.Kind.PLUGIN_VERSION
 import net.mamoe.mirai.console.internal.data.map
-import net.mamoe.mirai.console.internal.util.SemVersionInternal
+import net.mamoe.mirai.console.internal.util.semver.SemVersionInternal
 import net.mamoe.mirai.console.util.SemVersion.Companion.equals
 import net.mamoe.mirai.console.util.SemVersion.Requirement
 
diff --git a/backend/mirai-console/src/test/kotlin/net/mamoe/mirai/console/util/TestSemVersion.kt b/backend/mirai-console/src/test/kotlin/net/mamoe/mirai/console/util/TestSemVersion.kt
index c7325c177..ac7975d51 100644
--- a/backend/mirai-console/src/test/kotlin/net/mamoe/mirai/console/util/TestSemVersion.kt
+++ b/backend/mirai-console/src/test/kotlin/net/mamoe/mirai/console/util/TestSemVersion.kt
@@ -48,6 +48,12 @@ internal class TestSemVersion {
             return this
         }
 
+        fun assertInvalid(requirement: String) {
+            kotlin.runCatching {
+                SemVersion.parseRangeRequirement(requirement)
+            }.onSuccess { assert(false) { requirement } }
+        }
+
         fun SemVersion.Requirement.assertFalse(version: String): SemVersion.Requirement {
             assert(!test(version)) { version }
             return this
@@ -59,6 +65,8 @@ internal class TestSemVersion {
             .assert("1.0").assert("1.1")
             .assert("1.5").assert("1.14514")
             .assertFalse("2.33")
+        SemVersion.parseRangeRequirement("2.0||1.2.x")
+        SemVersion.parseRangeRequirement("{2.0||1.2.x} && 1.1.0 &&1.2.3")
         SemVersion.parseRangeRequirement("2.0 || 1.2.x")
             .assert("2.0").assert("2.0.0")
             .assertFalse("2.1")
@@ -79,9 +87,24 @@ internal class TestSemVersion {
             .assertFalse("0.98774587")
         SemVersion.parseRangeRequirement("> 1.0.0")
             .assertFalse("1.0.0")
-        kotlin.runCatching { SemVersion.parseRangeRequirement("WPOXAXW") }
-            .onSuccess { assert(false) }
 
+        SemVersion.parseRangeRequirement("> 1.0.0 || < 0.9.0")
+            .assertFalse("1.0.0")
+            .assert("0.8.0")
+            .assertFalse("0.9.0")
+        SemVersion.parseRangeRequirement("{>= 1.0.0 && <= 1.2.3} || {>= 2.0.0 && <= 2.2.3}")
+            .assertFalse("1.3.0")
+            .assert("1.0.0").assert("1.2.3")
+            .assertFalse("0.9.0")
+            .assert("2.0.0").assert("2.2.3").assertFalse("2.3.4")
+
+        assertInvalid("WPOXAXW")
+        assertInvalid("1.0.0 || 1.0.0 && 1.0.0")
+        assertInvalid("{")
+        assertInvalid("}")
+        assertInvalid("")
+        assertInvalid("1.5.78 &&")
+        assertInvalid("|| 1.0.0")
     }
 
     private fun String.check() {
@@ -112,8 +135,9 @@ internal class TestSemVersion {
         "5.1+68-7".check()
         "5.1+68-".check()
     }
+
     @Test
-    internal fun testSemVersionOfficial(){
+    internal fun testSemVersionOfficial() {
         """
             1.0-RC
             0.0.4