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Diamino acid derivative starting material, manufacturing method thereof, and diamino acid derivative manufacturing method

外国特許コード F110003954
整理番号 E07616WO
掲載日 2011年7月7日
出願国 欧州特許庁(EPO)
出願番号 09720699
公報番号 2269979
公報番号 2269979
出願日 平成21年2月27日(2009.2.27)
公報発行日 平成23年1月5日(2011.1.5)
公報発行日 平成26年4月16日(2014.4.16)
国際出願番号 JP2009053681
国際公開番号 WO2009113409
国際出願日 平成21年2月27日(2009.2.27)
国際公開日 平成21年9月17日(2009.9.17)
優先権データ
  • 2009JP053681 (2009.2.27) WO
  • 特願2008-058993 (2008.3.10) JP
発明の名称 (英語) Diamino acid derivative starting material, manufacturing method thereof, and diamino acid derivative manufacturing method
発明の概要(英語) Provided is an efficient technology for synthesizing diamino acids (diamino acid derivatives).
Disclosed is a manufacturing method for diamino acid derivatives wherein the fluorenyl groups of the diamino acid derivative starting materials represented by General Formula [II] or [IV] are removed.
特許請求の範囲(英語) [claim1]
1. A manufacturing method of starting materials of diamino acid derivatives represented by the following general formula [II], wherein (see diagramm) R **2, is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and all of R **2 may be identical to each other, or may differ from each other; R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group; R **4 is an electron-withdrawing group and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group;
said manufacturing method comprising reacting a compound represented by the following general formula [I], wherein (see diagramm) R **2 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and all of R **2 may be identical to each other, or may differ from each other and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group;
with a compound represented by the following general formula [V], wherein (see diagramm)(see diagramm) R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group and R **4 is an electron-withdrawing group.
[claim2]
2. A diamino acid derivative starting material, said diamino acid derivative starting material being a compound represented by the following general formula [1], wherein (see diagramm) R **2 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and all of R **2 may be identical to each other, or may differ from each other and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group.
[claim3]
3. A diamino acid derivative starting material, said diamino acid derivative starting material being a compound represented by the following general formula [II], wherein (see diagramm)(see diagramm) R **2 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and all of R **2 may be identical to each other, or may differ from each other; R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group; R **4 is an electron-withdrawing group which is an alkoxycarbonyl group, an acyl group, an arylsulfonyl group or an alkylsulfonyl group, and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group.
[claim4]
4. The diamino acid derivative starting material according to claim 2 or 3, wherein said R **2 is a hydrocarbon group having a carbon number of 1 to 8.
[claim5]
5. A manufacturing method of diamino acid derivatives, said manufacturing method comprising removing a fluorenyl group of a diamino acid derivative starting material represented by the following general formula [II], wherein (see diagramm)(see diagramm) R **2 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and all of R **2 may be identical to each other, or may differ from each other.
R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group; R **4 is an electron-withdrawing group and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group.
[claim6]
6. The method according to claim 1 or 5, wherein said R **2 is a hydrocarbon group having a carbon number of 1 to 8.
[claim7]
7. A manufacturing method of starting materials of diamino acid derivatives represented by the following general formula [IV], wherein (see diagramm)(see diagramm) R **1 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group; R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group; R **4 is an electron-withdrawing group and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group
said manufacturing method comprising reacting a compound represented by the following general formula [III], wherein (see diagramm) R **1 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group
with a compound represented by the following general formula [V], wherein (see diagramm) R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group and R **4 is an electron-withdrawing group.
[claim8]
8. The manufacturing method of the diamino acid derivative starting materials according to claim 1 or 7, wherein the reaction between the compound represented by said general formula [III] and the compound represented by said general formula [V], and the reaction between the compound represented by said general formula [I] and the compound represented by said general formula [V], respectively, is conducted in the presence of an optically active basic catalyst.
[claim9]
9. The manufacturing method of the diamino acid derivative starting materials according to claim 8, wherein said optically active basic catalyst is any member selected from a group of optically active guanidine compounds.
[claim10]
10. The manufacturing method of the diamino acid derivative starting materials according to claim 8, wherein said optically active basic catalyst is any member selected from a group of optically active basic catalysts configured using MX 2 (M is Be. Mg, Ca, Sr, Ba or Ra; X is an arbitrary group) and compounds represented by the following general formula [VI], wherein (see diagramm) R **7, R **8, R **9, and R **10 each represents a substituted cyclic group or an unsubstituted cyclic group, wherein R **9 and R **10 form a ring in some cases, and they do not form a ring in some cases.
[claim11]
11. A diamino acid derivative starting material, said diamino acid derivative starting material being a compound represented by the following general formula [III], wherein (see diagramm) R **1 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group.
[claim12]
12. A diamino acid derivative starting material, said diamino acid derivative starting material being a compound represented by the following general formula [IV], wherein (see diagramm) R **1 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group; R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group; R **4 is an electron-withdrawing group which is an alkoxycarbonyl group, an acyl group, an arylsulfonyl group or an alkylsulfonyl group, and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group.
[claim13]
13. The diamino acid derivative starting material according to claim 11 or 12, wherein said R **1 is a hydrocarbon group having a carbon number of 1 to 8.
[claim14]
14. The diamino acid derivative starting material according to claim 3 or 12, wherein said R **3 is a hydrocarbon group having a carbon number of 1 to 8 or a heterocyclic group having a carbon number of 1 to 8.
[claim15]
15. A manufacturing method of diamino acid derivatives, said manufacturing method comprising removing a fluorenyl group of a diamino acid derivative starting material represented by the following general formula [IV], wherein (see diagramm) R **1 is a substituted hydrocarbon group or an unsubstituted hydrocarbon group; R **3 is a substituted hydrocarbon group, a substituted heterocyclic group, an unsubstituted hydrocarbon group, or an unsubstituted heterocyclic group; R **4 is an electron-withdrawing group and the fluorenyl group is a ring-substituted fluorenyl group or a ring-unsubstituted fluorenyl group.
[claim16]
16. The method according to claim 5 or 15, wherein said fluorenyl group is removed with an acidic process.
[claim17]
17. The method according to claim 7 or 15, wherein said R **1 is a hydrocarbon group having a carbon number of 1 to 8.
[claim18]
18. The method according to claim 1, 5, 7 or 15, wherein said R **3 is a hydrocarbon group having a carbon number of 1 to 8 or a heterocyclic group having a carbon number of 1 to 8.
[claim19]
19. The method according to claim 1, 5, 7 or 15, wherein said electron-withdrawing group is an alkoxycarbonyl group, an acyl group, an arylsulfonyl group, or an alkylsulfonyl group.
  • 出願人(英語)
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
  • 発明者(英語)
  • KOBAYASHI SHU
  • YAMASHITA YASUHIRO
  • SEKI KAZUTAKA
国際特許分類(IPC)
欧州特許分類/主・副
  • B01J031/02C8
  • B01J031/02E2D
  • B01J031/02E2L8
  • B01J031/02E6
  • B01J031/18B
  • C07B053/00
  • C07C251/24
  • C07C271/22
  • C07D307/52
  • C07F009/40A1
  • L01J231/34B4
  • L01J531/20
  • L01J531/21
  • L01J531/22
  • L01J531/23
  • L01J531/24
  • L01J531/25
  • M07B200/07
  • M07C101/14
  • M07C103/18
指定国 Contracting States: AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO SE SI SK TR
参考情報 (研究プロジェクト等) ERATO KOBAYASHI Highly Functionalized Reaction Environments AREA
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