Title:
PRODUCTION OF 4-MERCAPTOPYRROLIDINE COMPOUND
Document Type and Number:
Japanese Patent JP2969616
Kind Code:
B2
Abstract:
PURPOSE: To obtain a 4-mercaptopyrrolidine compound useful as a synthetic intermediate for carbapenem-based antimicrobial agents, etc., in high yield at a low cost by reacting a specific halogenobutyric acid compound (salt) with an amine compound (salt) and, as necessary, thiocarbonylating the resultant compound and/or removing an SH-protecting group.
CONSTITUTION: (A) A compound of formula I (R11 is an SH-protecting group; R2 is H or a carboxyl-protecting group; R3 is a halogen) or its salt is reacted with (B) a compound of the formula RNH2 (R is H, a lower alkyl or a lower alkanoyl) or its salt (in a solvent, e.g. methanol at 10-100°C temperature). The resultant compound, as necessary, is thiocarbonylated (e.g. by reacting with a thioketonizing agent such as phosphorus pentasulfide in a solvent, e.g. dimethoxyethane at 10-200°C temperature) and/or the SH-protecting group is removed to afford the objective compound of formula II (R1 is H or the SH- protecting group; X is O or S).
Inventors:
OOMIZU HIROSHI
SEKI MASAHIKO
YAMANAKA TAKESHI
SEKI MASAHIKO
YAMANAKA TAKESHI
Application Number:
JP28851794A
Publication Date:
November 02, 1999
Filing Date:
November 24, 1994
Export Citation:
Assignee:
TANABE SEIYAKU KK
International Classes:
C07D477/00; C07C321/04; C07C323/52; C07D207/24; C07D207/26; C07D207/273; C07D487/04; (IPC1-7): C07D207/24; C07C321/04; C07D207/26; C07D477/00
Domestic Patent References:
| JP51113867A | ||||
| JP6226267A | ||||
| JP3181458A | ||||
| JP61176564A | ||||
| JP57183756A | ||||
| JP249783A | ||||
| JP4279588A |
Other References:
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Attorney, Agent or Firm:
Shigeo Minoura