GB874152A - Process for the production of alpha-amino-beta-hydroxy-carboxylic acids - Google Patents

Process for the production of alpha-amino-beta-hydroxy-carboxylic acids

Info

Publication number
GB874152A
GB874152A GB10944/60A GB1094460A GB874152A GB 874152 A GB874152 A GB 874152A GB 10944/60 A GB10944/60 A GB 10944/60A GB 1094460 A GB1094460 A GB 1094460A GB 874152 A GB874152 A GB 874152A
Authority
GB
United Kingdom
Prior art keywords
ester
acetyl
hydroxy
prepared
amino
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
GB10944/60A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB874152A publication Critical patent/GB874152A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55—Acids; Esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

a -Amino-b -hydroxy-carboxylic acids are prepared by reacting an acylamino-malonic acid mono-ester, prepared if required by partial saponification of the corresponding di-ester, with an aldehyde in an alkaline medium and hydrolysing the resulting a -acylamino-b -hydroxy-carboxylic acid ester. The products may be in either of two diastereoisomeric forms. N-Acetyl-phenyl-serine ethyl ester, erythroand threo-N-acetyl-p-nitrophenylserine ethyl ester and N-acetyl-b -[pyridyl-(4)]-serine ethyl ester, and the corresponding acids are intermediates prepared during the course of the above process of the invention. DL-Threo-N-acetyl-p-nitrophenyl serine is prepared by reacting acetamido-malonic acid dimethyl ester with p-nitrobenzaldehyde and saponifying the product.
GB10944/60A 1959-03-28 1960-03-28 Process for the production of alpha-amino-beta-hydroxy-carboxylic acids Expired GB874152A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE874152X 1959-03-28

Publications (1)

Publication Number Publication Date
GB874152A true GB874152A (en) 1961-08-02

Family

ID=6816779

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10944/60A Expired GB874152A (en) 1959-03-28 1960-03-28 Process for the production of alpha-amino-beta-hydroxy-carboxylic acids

Country Status (1)

Country Link
GB (1) GB874152A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5124081A (en) * 1985-06-25 1992-06-23 L'oreal Amphiphilic lipid compounds, process for their preparation and their applications especially in cosmetics and dermopharmacy
DE10219851A1 (en) * 2002-05-03 2003-11-27 Consortium Elektrochem Ind Preparation of L-serine, useful as intermediate for e.g. tryptophan, by acid hydrolysis of microbially produced N-acetyl-serine

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5124081A (en) * 1985-06-25 1992-06-23 L'oreal Amphiphilic lipid compounds, process for their preparation and their applications especially in cosmetics and dermopharmacy
DE10219851A1 (en) * 2002-05-03 2003-11-27 Consortium Elektrochem Ind Preparation of L-serine, useful as intermediate for e.g. tryptophan, by acid hydrolysis of microbially produced N-acetyl-serine
DE10219851B4 (en) * 2002-05-03 2004-06-24 Consortium für elektrochemische Industrie GmbH Process for the preparation of L-serine

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