JP2001328970A5 - - Google Patents
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- JP2001328970A5 JP2001328970A5 JP2000146663A JP2000146663A JP2001328970A5 JP 2001328970 A5 JP2001328970 A5 JP 2001328970A5 JP 2000146663 A JP2000146663 A JP 2000146663A JP 2000146663 A JP2000146663 A JP 2000146663A JP 2001328970 A5 JP2001328970 A5 JP 2001328970A5
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- JP
- Japan
- Prior art keywords
- group
- amino acid
- optically active
- substituted
- lower alkyl
- Prior art date
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Description
【特許請求の範囲】
【請求項1】 光学活性α−アミノ酸及び光学活性α−アミノ酸アミド含有水溶液の溶媒を、水からアルコール溶媒へと共沸により置換し、光学活性α−アミノ酸を該アルコール溶液から析出させることを含む、光学活性α−アミノ酸及び光学活性α−アミノ酸アミドの製造方法。
【請求項2】 アルコール溶媒が、炭素数3以上の直鎖、分岐又は環状アルコールからなる群から選ばれる少なくとも1種のアルコールである請求項1記載の製造方法。
【請求項3】 光学活性α−アミノ酸が析出した後のアルコール溶液に、塩基性化合物を加え、ラセミ化反応を行う請求項1又は2記載の製造方法。
【請求項4】 塩基性化合物が、アルカリ金属水酸化物又はアルカリ金属のアルコラートである請求項3記載の製造方法。
【請求項5】α−アミノ酸が、一般式(I)で示されるものである請求項1〜4のいずれか1項に記載の製造方法。
【化1】
(式中、R1及びR2は、同一又は異なっており、水素原子、低級アルキル基、置換低級アルキル基、低級アルケニル基、置換低級アルケニル基、シクロアルキル基、フェニル基、置換フェニル基、複素環基及び置換複素環基を示す。)
【請求項6】α−アミノ酸アミドが一般式(II)で示されるものである請求項1〜5のいずれか1項に記載の製造方法。
【化2】
(式中、R1及びR2は、同一又は異なっており、水素原子、低級アルキル基、置換低級アルキル基、低級アルケニル基、置換低級アルケニル基、シクロアルキル基、フェニル基、置換フェニル基、複素環基及び置換複素環基を示す。)
[Claims]
The method according to claim 1 optically active α- amino acid and a solvent of the optically active α- amino acid amide-containing aqueous solution was replaced Ri by azeotropic from water into alcoholic solvent, thereby precipitating the optically active α- amino acid from the alcoholic solution A method for producing an optically active α-amino acid and an optically active α-amino acid amide, comprising:
2. The production method according to claim 1, wherein the alcohol solvent is at least one alcohol selected from the group consisting of linear, branched or cyclic alcohols having 3 or more carbon atoms.
3. The production method according to claim 1, wherein a racemization reaction is carried out by adding a basic compound to the alcohol solution after the optically active α-amino acid is precipitated.
4. The method according to claim 3, wherein the basic compound is an alkali metal hydroxide or an alcoholate of an alkali metal.
5. The method according to claim 1, wherein the α-amino acid is represented by the general formula (I).
Embedded image
(Wherein R1 and R2 are the same or different and each represents a hydrogen atom, a lower alkyl group, a substituted lower alkyl group, a lower alkenyl group, a substituted lower alkenyl group, a cycloalkyl group, a phenyl group, a substituted phenyl group, a heterocyclic group And substituted heterocyclic groups.)
6. The method according to claim 1, wherein the α-amino acid amide is represented by the general formula (II).
Embedded image
(Wherein R1 and R2 are the same or different and each represents a hydrogen atom, a lower alkyl group, a substituted lower alkyl group, a lower alkenyl group, a substituted lower alkenyl group, a cycloalkyl group, a phenyl group, a substituted phenyl group, a heterocyclic group And substituted heterocyclic groups.)
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000146663A JP2001328970A (en) | 2000-05-18 | 2000-05-18 | Method for producing optically active alpha-amino acid and optically active alpha-amino acid amide |
EP01930218A EP1300392B1 (en) | 2000-05-18 | 2001-05-18 | Process for producing optically active alpha-amino acid and optically active alpha-amino acid amide |
PCT/JP2001/004191 WO2001087819A1 (en) | 2000-05-18 | 2001-05-18 | PROCESS FOR PRODUCING OPTICALLY ACTIVE α-AMINO ACID AND OPTICALLY ACTIVE α-AMINO ACID AMIDE |
US10/276,702 US6949658B2 (en) | 2000-05-18 | 2001-05-18 | Process for producing optically active α-amino acid and optically active α-amino acid amide |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2000146663A JP2001328970A (en) | 2000-05-18 | 2000-05-18 | Method for producing optically active alpha-amino acid and optically active alpha-amino acid amide |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2007198755A Division JP4730913B2 (en) | 2007-07-31 | 2007-07-31 | Optically active tert-leucine and method for producing optically active tert-leucine amide |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2001328970A JP2001328970A (en) | 2001-11-27 |
JP2001328970A5 true JP2001328970A5 (en) | 2007-07-05 |
Family
ID=18652984
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2000146663A Pending JP2001328970A (en) | 2000-05-18 | 2000-05-18 | Method for producing optically active alpha-amino acid and optically active alpha-amino acid amide |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP2001328970A (en) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE602004016994D1 (en) * | 2003-04-08 | 2008-11-20 | Mitsubishi Gas Chemical Co | 2-ALKYLCYSTEINAMIDE OR SALT, MANUFACTURING METHOD AND ITS USE |
JP4816454B2 (en) * | 2004-04-22 | 2011-11-16 | 三菱瓦斯化学株式会社 | Separation and recovery of optically active amino acid amide and optically active amino acid |
JP2008125364A (en) * | 2006-11-16 | 2008-06-05 | Mitsubishi Rayon Co Ltd | Method for producing optically active amino acid and n-alkoxycarbonylamino acids |
JP5157997B2 (en) * | 2009-03-31 | 2013-03-06 | 三菱瓦斯化学株式会社 | Method for producing DL-tert-leucinamide |
JP2011036135A (en) * | 2009-08-06 | 2011-02-24 | Mitsubishi Gas Chemical Co Inc | METHOD FOR PRODUCING OPTICALLY ACTIVE tert-LEUCINE |
JPWO2011068206A1 (en) * | 2009-12-04 | 2013-04-18 | 三菱瓦斯化学株式会社 | Process for producing optically active amino acid or optically active amino acid amide |
JP2013255505A (en) * | 2013-08-06 | 2013-12-26 | Mitsubishi Rayon Co Ltd | Production method for optically active amino acid and n-alkoxycarbonylamino acid |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61293394A (en) * | 1985-06-21 | 1986-12-24 | Mitsubishi Gas Chem Co Inc | Production of l-alpha-amino acid |
JPS61197530A (en) * | 1985-02-25 | 1986-09-01 | Mitsubishi Gas Chem Co Inc | Method of racemization |
JPS62252751A (en) * | 1986-04-25 | 1987-11-04 | Nitto Chem Ind Co Ltd | Racemization of alpha-amino acid amide |
JPH01186850A (en) * | 1988-01-20 | 1989-07-26 | Mitsubishi Gas Chem Co Inc | 2-methylphenylalanines |
JP4361641B2 (en) * | 1999-06-29 | 2009-11-11 | 三菱レイヨン株式会社 | Separation and recovery method of optically active amino acid and optically active amino acid amide |
-
2000
- 2000-05-18 JP JP2000146663A patent/JP2001328970A/en active Pending
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