Title:
METHOD OF DEUTERIZING BENZYL-POSITION IN -O-BENZYL GROUP
Document Type and Number:
WIPO Patent Application WO/2007/100080
Kind Code:
A1
Abstract:
[PROBLEMS] To provide a method by which the benzyl position in an -O-benzyl group formed by introducing benzyl, benzyloxymethyl, or the like as a hydroxy-protecting group is efficiently and industrially deuterized. [MEANS FOR SOLVING PROBLEMS] The method, which is for deuterizing the benzyl-position in the -O-benzyl group of a compound having an optionally substituted -O-benzyl group, is characterized by reacting the compound with a deuterium source in the presence of a palladium carbon/ethylenediamine complex and hydrogen.
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Inventors:
SAJIKI HIRONAO (JP)
MAEGAWA TOMOHIRO (JP)
KURITA TAKANORI (JP)
MAEGAWA TOMOHIRO (JP)
KURITA TAKANORI (JP)
Application Number:
PCT/JP2007/054010
Publication Date:
September 07, 2007
Filing Date:
March 02, 2007
Export Citation:
Assignee:
WAKO PURE CHEM IND LTD (JP)
SAJIKI HIRONAO (JP)
MAEGAWA TOMOHIRO (JP)
KURITA TAKANORI (JP)
SAJIKI HIRONAO (JP)
MAEGAWA TOMOHIRO (JP)
KURITA TAKANORI (JP)
International Classes:
C07C41/18; B01J31/28; C07C43/164; C07C43/18; C07C269/06; C07C271/22; C07H15/18; C07J9/00; C07B61/00
Domestic Patent References:
| WO2003104166A1 | 2003-12-18 |
Other References:
MAEGAWA T. ET AL.: "Efficient and Selective Deuteration of Phenylalanine Derivatives Catalyzed by Pd/C", SYNLETT, no. 5, 2005, pages 845 - 847, XP003017365
SAJIKI H. ET AL.: "THE FORMATION OF A NOVEL PD/C-ENTHYLENEDIAMINE COMPLEX CATALYST: CHEMOSELECTIVE HYDROGENATION WITHOUT DEPROTECTION OF THE O-BENZYL AND N-CBZ GROUPS", JOURNAL OF ORGANIC CHEMISTRY, vol. 63, no. 22, 1998, pages 7990 - 7992, XP002928104
SAJIKI H., PHARMACIA, vol. 42, no. 2, 1 February 2006 (2006-02-01), pages 140 - 144, XP003017366
See also references of EP 1992605A4
SYNLETT, 2002, pages 1149 - 1151
J. ORG. CHEM., vol. 63, 1998, pages 7990 - 7992
SAJIKI H. ET AL.: "THE FORMATION OF A NOVEL PD/C-ENTHYLENEDIAMINE COMPLEX CATALYST: CHEMOSELECTIVE HYDROGENATION WITHOUT DEPROTECTION OF THE O-BENZYL AND N-CBZ GROUPS", JOURNAL OF ORGANIC CHEMISTRY, vol. 63, no. 22, 1998, pages 7990 - 7992, XP002928104
SAJIKI H., PHARMACIA, vol. 42, no. 2, 1 February 2006 (2006-02-01), pages 140 - 144, XP003017366
See also references of EP 1992605A4
SYNLETT, 2002, pages 1149 - 1151
J. ORG. CHEM., vol. 63, 1998, pages 7990 - 7992
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