Title:
PROCESSES FOR PRODUCING (AMINOMETHYL)TRIFLUOROCARBINOL DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/2001/044165
Kind Code:
A1
Abstract:
Processes for industrially producing (aminomethyl)trifluoromethylcarbinol derivatives (I), in particular, optically active compounds, which are useful as materials for producing drugs such as proteases. A process for producing the compound (I) characterized by starting with a 1,3-oxazolidin-5-one derivative (III), which is easily derived from an $g(a)-amino acid, and effecting the reaction either stepwise or in one spot; and another process for producing compound (I) characterized by reducing a 5-hydroxy compound (II): a: trialkyl; b: reduction wherein R?1¿ represents a group corresponding to a side chain moiety of a natural or unnatural $g(a)-amino acid; and R?2¿ represents hydrogen or R?21¿ (wherein R?21¿ represents an amino-protective group having carbonyl at the binding site to the nitrogen atom).
Inventors:
SATO FUMINORI (JP)
OMODANI TOMOKI (JP)
SHIRATAKE RYOTARO (JP)
INOUE YASUNAO (JP)
DEGUCHI TAKASHI (JP)
OMODANI TOMOKI (JP)
SHIRATAKE RYOTARO (JP)
INOUE YASUNAO (JP)
DEGUCHI TAKASHI (JP)
Application Number:
PCT/JP2000/001021
Publication Date:
June 21, 2001
Filing Date:
February 23, 2000
Export Citation:
Assignee:
DAINIPPON PHARMACEUTICAL CO (JP)
SATO FUMINORI (JP)
OMODANI TOMOKI (JP)
SHIRATAKE RYOTARO (JP)
INOUE YASUNAO (JP)
DEGUCHI TAKASHI (JP)
SATO FUMINORI (JP)
OMODANI TOMOKI (JP)
SHIRATAKE RYOTARO (JP)
INOUE YASUNAO (JP)
DEGUCHI TAKASHI (JP)
International Classes:
C07C213/02; C07C269/06; C07C215/08; C07C271/16; (IPC1-7): C07C213/02; C07C215/08; C07C269/06; C07C271/16
Other References:
ABOUABDELLAH AHMED: "Stereoselective and enantioselective synthesis of anti-1-(trifluoromethyl) amino alcohols", J. ORG. CHEM., vol. 63, no. 19, 1998, pages 6529 - 6534, XP002928420
WALTER MAGNUS W.: "Reaction of (trifluoromethyl)trimethylsilane with oxazolidin-5-ones: Synthesis of peptidic and nonpeptidic trifluoromethyl ketones", J. ORG. CHEM., vol. 6, no. 3, 1998, pages 5179 - 5192, XP002928421
WALTER MAGNUS W.: "Reaction of ruppert's reagent (TMS-CF3) with oxazolidinones: Synthesis of protected alpha-amino trifluoromethylketones", TETRAHEDRON LETT., vol. 36, no. 42, 1995, pages 7761 - 7764, XP002928422
WALTER MAGNUS W.: "Reaction of (trifluoromethyl)trimethylsilane with oxazolidin-5-ones: Synthesis of peptidic and nonpeptidic trifluoromethyl ketones", J. ORG. CHEM., vol. 6, no. 3, 1998, pages 5179 - 5192, XP002928421
WALTER MAGNUS W.: "Reaction of ruppert's reagent (TMS-CF3) with oxazolidinones: Synthesis of protected alpha-amino trifluoromethylketones", TETRAHEDRON LETT., vol. 36, no. 42, 1995, pages 7761 - 7764, XP002928422
Attorney, Agent or Firm:
Aoyama, Tamotsu (3-7 Shiromi 1-chome Chuo-ku Osaka-shi, Osaka, JP)
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