BE801295A - Optically active thiolactones - used as inters in biotin synthesis - Google Patents

Optically active thiolactones - used as inters in biotin synthesis

Info

Publication number
BE801295A
BE801295A BE132590A BE132590A BE801295A BE 801295 A BE801295 A BE 801295A BE 132590 A BE132590 A BE 132590A BE 132590 A BE132590 A BE 132590A BE 801295 A BE801295 A BE 801295A
Authority
BE
Belgium
Prior art keywords
optically active
give
thiolactones
inters
biotin synthesis
Prior art date
Application number
BE132590A
Other languages
French (fr)
Original Assignee
Sumitomo Chemical 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 Sumitomo Chemical Co filed Critical Sumitomo Chemical Co
Publication of BE801295A publication Critical patent/BE801295A/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/30—Oxygen or sulfur atoms
    • C07D233/32—One oxygen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
    • C07D495/14—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Title cpds. are of formula (I) (where R = PhCH2) and are prepd. from (II) by (a) condensing (II) or a reactive deriv. with an optically active amine R1NH2, to give the cyclic imide (III) (b) reducing (III) e.g. with NaBH4 to give the optically active 3-amino 4-hydroxymethyl compd. (IV); (c) hydrolysing and cyclising (IV) with base or (pref.) acid, to give the lactone (V); (d) reacting (V) with NaSH-CS2 or with P2S5 - imidazole to base, to give the thiolactone (I).
BE132590A 1972-06-22 1973-06-22 Optically active thiolactones - used as inters in biotin synthesis BE801295A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP6303272A JPS5516435B2 (en) 1972-06-22 1972-06-22

Publications (1)

Publication Number Publication Date
BE801295A true BE801295A (en) 1973-12-26

Family

ID=13217564

Family Applications (1)

Application Number Title Priority Date Filing Date
BE132590A BE801295A (en) 1972-06-22 1973-06-22 Optically active thiolactones - used as inters in biotin synthesis

Country Status (5)

Country Link
JP (1) JPS5516435B2 (en)
BE (1) BE801295A (en)
CS (1) CS183705B2 (en)
ES (1) ES416193A1 (en)
PL (1) PL92570B1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10689349B2 (en) 2016-08-04 2020-06-23 Tokuyama Corporation Method for producing intermediate of biotin and method for producing biotin
JP2018108978A (en) * 2017-01-04 2018-07-12 株式会社トクヤマ Method for producing intermediate of biotin, and method for producing biotin
JP2022028990A (en) * 2018-12-19 2022-02-17 株式会社トクヤマ Production method for amide alcohol compound

Also Published As

Publication number Publication date
PL92570B1 (en) 1977-04-30
JPS5516435B2 (en) 1980-05-01
JPS4920196A (en) 1974-02-22
ES416193A1 (en) 1976-06-16
CS183705B2 (en) 1978-07-31

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