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Title:
METHOD FOR REMOVING SILYL GROUP OF SILYL ETHER COMPOUND
Document Type and Number:
Japanese Patent JP3970340
Kind Code:
B2
Abstract:

PURPOSE: To efficiently remove silyl group of a silyl ether compound unstable under strongly acidic or basic condition by using a safe and inexpensive hydrofluoric acid salt of an amine in an organic solvent.
CONSTITUTION: Silyl group is removed from a silyl ether compound of formula I (X is an alkyl-substituted methine, methylene or S; R1 to R3 each is an alkyl, an alkoxy, an aryl, an aralkyl; R4 is H, an alkyl, an alkylthio, an alkyloxy, a heterocyclic group, a heterocyclic-alkyl, a heterocyclic-thio, an aryl, etc.; R5 is H or a COOH-protecting group) to obtain a compound of formula IV by reacting the silyl ether compound or its salt with a hydrofluoride of an amine of formula II (R6 to R8 each is an alkyl, an aryl, H, etc.; (n) is number of HF in each amine) or a hydrofluoride of a pyridine compound of formula III (Py is pyridine). As the silyl ether compound of formula I, a penem compound of formula V ((m) is 0 or 1) is especially preferable.


Inventors:
Akira Kaneko
Satoshi Kaku
Ishiguro Masaji
Takashi Nakatsuka
Application Number:
JP1735694A
Publication Date:
September 05, 2007
Filing Date:
February 14, 1994
Export Citation:
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Assignee:
Asbiopharma Co., Ltd.
Nippon Soda Co., Ltd.
International Classes:
C07D477/00; C07D477/02; C07D499/861; C07D499/88; C07D499/897; C07F7/18; (IPC1-7): C07D477/00; C07D499/88; C07D499/897; C07F7/18
Domestic Patent References:
JP63162694A
JP6234675A
JP6211703A
Other References:
Tetarahedron Letters,1985年,Vol.26, No.44,pages 5393-5396
J. Org. Chem.,1987年,Vol.52,pages 564-569
Bioorganic & Medicinal Chemistry Letters,1994年,Vol.4, No.11,pages 1345-1346
PROTECTIVE GROUPS in ORGANIC SYNTHESIS,SECOND EDITION,pages 68-86
Attorney, Agent or Firm:
Kazuo Shamoto
Tadashi Masui
Yasushi Kobayashi
Akio Chiba
Hiroyuki Tomita



 
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