Title:
PRODUCTION OF GINSENOSIDE RH2
Document Type and Number:
Japanese Patent JP3535588
Kind Code:
B2
Abstract:
PURPOSE: To obtain ginsenoside Rh2 useful as raw material for a medicine such as a carcinostatic agent and a perfume by oxidizing a specific terpene with a carbonyl compound, acetylating, reducing, reacting the resultant substance with a halogenated saccharide and further treating an alkali metal alkoxide.
CONSTITUTION: A terpene of formula I (A is 3α-OH or 3β-OH) is oxidized with a carbonyl compound of the formula R2COR3 (R2 and R3 are each a 2-10C alkyl or alkylaryl) in the presence of an Al trialklxide of the formula Al(OR1)3 (R1 is a 1-10C alkyl) to give 3-keto-betulafolienetriol. Then 3-keto- betulafolienetriol is acetylated, reduced to give 12-acetyl-protopanaxadiol, which is reacted with an α-glucopyranosyl halide tetraalkylate, treated with an alkali metal alkoxide in an alcohol and a protecting group is removed to give the objective ginsenoside Rh2 of formula III.
Inventors:
Aeba, Keizo
Okawa, Naoshi
Ogawa, Noriyuki
Gotou, Tomohiro
Okawa, Naoshi
Ogawa, Noriyuki
Gotou, Tomohiro
Application Number:
JP30964494A
Publication Date:
June 07, 2004
Filing Date:
November 18, 1994
Export Citation:
Assignee:
NEOS CO LTD
International Classes:
A61K31/70; A61P35/00; B01J31/02; C07B61/00; C07J17/00; (IPC1-7): C07J17/00; B01J31/02
Other References:
Ｃａｒｂｏｈｙｄｒａｔｅ Ｒｅｓｅａｒｃｈ，（１９８８），１７７，ｐ．１０１−１０９
Ｋｈｉｍｉｙａ Ｐｒｉｒｏｄｎｙｋｈ Ｓｏｅｄｉｎｅｎｉｉ，（１９８８），（２），ｐ．２２５−９
Ｋｈｉｍｉｙａ Ｐｒｉｒｏｄｎｙｋｈ Ｓｏｅｄｉｎｅｎｉｉ，（１９８９），（６），ｐ．８１３−１６
Ｋｈｉｍｉｙａ Ｐｒｉｒｏｄｎｙｋｈ Ｓｏｅｄｉｎｅｎｉｉ，（１９８８），（２），ｐ．２２５−９
Ｋｈｉｍｉｙａ Ｐｒｉｒｏｄｎｙｋｈ Ｓｏｅｄｉｎｅｎｉｉ，（１９８９），（６），ｐ．８１３−１６