GB837216A - Process for the production of optically active amino acids - Google Patents

Process for the production of optically active amino acids

Info

Publication number
GB837216A
GB837216A GB34269/56A GB3426956A GB837216A GB 837216 A GB837216 A GB 837216A GB 34269/56 A GB34269/56 A GB 34269/56A GB 3426956 A GB3426956 A GB 3426956A GB 837216 A GB837216 A GB 837216A
Authority
GB
United Kingdom
Prior art keywords
acid
optically active
base
group
components
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB34269/56A
Inventor
James Watson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Akzo Nobel UK PLC
Original Assignee
Courtaulds PLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Courtaulds PLC filed Critical Courtaulds PLC
Priority to GB34269/56A priority Critical patent/GB837216A/en
Publication of GB837216A publication Critical patent/GB837216A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/08—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to hydrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/38—Separation; Purification; Stabilisation; Use of additives
    • C07C227/40—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)

Abstract

Optically-active amino acids having the general formula NH2.C(R).COOH, R being a hydrogen atom or an alkyl, aryl or aralkyl group, which may be substituted or unsubstituted, are obtained by adding an optically active acid to a mixture of the D and L forms of a basic compound of the formula NH2.C(R).X, where X is a group which is a functional derivative of a carboxylic group and is transformable to the carboxylic group on hydrolysis, thereby forming a mixture of D-base : optically active acid and L-base : optically active acid components, separating these two components by fractional crystallization, treating at least one of these separated components with an acid ion-exchange resin whereby the resin combines with the base and liberates the optically active acid, and hydrolysing the optically active base with acid to the corresponding optically active amino acid. The optically active amino acid products may be subsequently reacted with phosgene to provide optically active anhydrocarboxyamino acids of the formula <FORM:0837216/IV (b)/1> The group X may be cyano, amide or carboxylic ester. The acid used for resolution is preferably L(+)-tartaric acid. Exemplified products are diastereoisomers of leucine, norleucine, valine, norvaline, phenylalanine and a -amino-n-butyric acid.
GB34269/56A 1956-11-09 1956-11-09 Process for the production of optically active amino acids Expired GB837216A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB34269/56A GB837216A (en) 1956-11-09 1956-11-09 Process for the production of optically active amino acids

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB34269/56A GB837216A (en) 1956-11-09 1956-11-09 Process for the production of optically active amino acids

Publications (1)

Publication Number Publication Date
GB837216A true GB837216A (en) 1960-06-09

Family

ID=10363538

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34269/56A Expired GB837216A (en) 1956-11-09 1956-11-09 Process for the production of optically active amino acids

Country Status (1)

Country Link
GB (1) GB837216A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001044168A1 (en) * 1999-12-15 2001-06-21 Eastman Chemical Company Preparation of 3-amino-3-cyclopropylpropanoate esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001044168A1 (en) * 1999-12-15 2001-06-21 Eastman Chemical Company Preparation of 3-amino-3-cyclopropylpropanoate esters

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