GB1117617A - Threo-phenylserine ester derivatives - Google Patents

Threo-phenylserine ester derivatives

Info

Publication number
GB1117617A
GB1117617A GB19884/66A GB1988466A GB1117617A GB 1117617 A GB1117617 A GB 1117617A GB 19884/66 A GB19884/66 A GB 19884/66A GB 1988466 A GB1988466 A GB 1988466A GB 1117617 A GB1117617 A GB 1117617A
Authority
GB
United Kingdom
Prior art keywords
threo
dioxolan
methyl
alkyl
ester derivatives
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
GB19884/66A
Inventor
John Shavel
George Bobowski
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.)
Warner Lambert Co LLC
Original Assignee
Warner Lambert Pharmaceutical Co
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 Warner Lambert Pharmaceutical Co filed Critical Warner Lambert Pharmaceutical Co
Publication of GB1117617A publication Critical patent/GB1117617A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/26—Radicals substituted by doubly bound oxygen or sulfur atoms or by two such atoms singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/28—Radicals substituted by nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/30—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
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

High content (i.e. 90% or more) D,L-threo-b - [p - methyl - 1,3 - dioxolan - 2 - yl) phenyl] serine alkyl or aryl ester hydrochlorides are made by contacting D,L-threo and D,L-erythro - N - [p - (2 - methyl - 1,3 - dioxolan - 2 - yl) benzylidene] - 3 - [p - 2 - methyl - 1,3 - dioxolan - 2 - yl) phenyl] serine alkyl or aryl ester of the formula <FORM:1117617/C2/1> wherein R is an alkyl or aryl group, preferably an ethyl group, with one equivalent of water in the presence of hydrogen chloride and recovering the high D,L-threo isomer residue which separates and if desired, treating the mother liquor with either whereby the high D,L-erythro hydrochloride isomer separates and may be recovered.
GB19884/66A 1964-09-23 1965-09-06 Threo-phenylserine ester derivatives Expired GB1117617A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US39876564A 1964-09-23 1964-09-23

Publications (1)

Publication Number Publication Date
GB1117617A true GB1117617A (en) 1968-06-19

Family

ID=23576736

Family Applications (2)

Application Number Title Priority Date Filing Date
GB38053/65A Expired GB1117616A (en) 1964-09-23 1965-09-06 Process for preparing 1-(p-acetylphenyl)-2-(2,2-dichloroacetamido)-1,3-propanediol
GB19884/66A Expired GB1117617A (en) 1964-09-23 1965-09-06 Threo-phenylserine ester derivatives

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB38053/65A Expired GB1117616A (en) 1964-09-23 1965-09-06 Process for preparing 1-(p-acetylphenyl)-2-(2,2-dichloroacetamido)-1,3-propanediol

Country Status (6)

Country Link
BE (1) BE669982A (en)
BR (1) BR6573383D0 (en)
CH (2) CH465638A (en)
ES (2) ES317685A1 (en)
GB (2) GB1117616A (en)
SE (1) SE322207B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8084643B2 (en) 2006-12-13 2011-12-27 Intervet Inc. Water-soluble prodrugs of florfenicol and its analogs

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR0308289A (en) 2002-03-08 2005-01-11 Schering Plough Ltd Florfenicol Antibiotics
SE0202692D0 (en) * 2002-09-11 2002-09-11 Astrazeneca Ab Compounds
US8119667B2 (en) 2005-12-29 2012-02-21 Schering-Plough Animal Health Corporation Carbonates of fenicol antibiotics

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8084643B2 (en) 2006-12-13 2011-12-27 Intervet Inc. Water-soluble prodrugs of florfenicol and its analogs

Also Published As

Publication number Publication date
CH465644A (en) 1968-11-30
ES317686A1 (en) 1966-07-01
BR6573383D0 (en) 1973-09-11
SE322207B (en) 1970-04-06
CH465638A (en) 1968-11-30
ES317685A1 (en) 1966-08-01
GB1117616A (en) 1968-06-19
BE669982A (en) 1966-03-22

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