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Pub. No.:    WO/2006/010307    International Application No.:    PCT/CN2005/000675
Publication Date: 02.02.2006 International Filing Date: 16.05.2005
C07J 17/00 (2006.01), C07J 75/00 (2006.01)
Applicants: SHANGHAI INNOVATIVE RESEARCH CENTER OF TRADITIONAL CHINESE MEDICINE [CN/CN]; No. 1, Builiding 439 Chunxiao Road Pudong New Area Shanghai 201203 (CN) (For All Designated States Except US).
SHANGHAI PHARMVALLEY CORP. [CN/CN]; 2nd Floor, Block B, 563 Songtao Road, Zhangjiang Hi-tech Park, Pudong New Area, Shanghai 201203 (CN) (For All Designated States Except US).
HUI, Yongzheng [CN/CN]; (CN) (For US Only).
YANG, Zhiqi [CN/CN]; (CN) (For US Only).
LIU, Junyao [CN/CN]; (CN) (For US Only).
TENG, Jijun [CN/CN]; (CN) (For US Only).
XIE, Huiqin [CN/CN]; (CN) (For US Only).
ZHANG, Jie [CN/CN]; (CN) (For US Only)
Inventors: HUI, Yongzheng; (CN).
YANG, Zhiqi; (CN).
LIU, Junyao; (CN).
TENG, Jijun; (CN).
XIE, Huiqin; (CN).
ZHANG, Jie; (CN)
Agent: CN-KNOWHOW INTELLECTUAL PROPERTY AGENT LIMITED; Room 2402, Building 3 Jinqiuzhichun Garden No. 6, Zhichun Road Haidian District Beijing 100088 (CN)
Priority Data:
200410053269.2 29.07.2004 CN
(ZH) 20 (s)-人参皂苷Rh2的合成方法
Abstract: front page image
(EN)A synthetic method of 20 (s)-ginsenoside Rh2, i. e. 20(S)-protopanaxdiol - 3 - 0 - &bgr; - D - glucopyranoside, comprising: selectively protecting protopanaxadiol first to afford monosubstituted protopanaxadiol, and Glycosidating the monosubstituted protopanaxadiol with glucopyranosyl donor in the presence of Lewis acid catalyst, deprotecting the product, then separating and purifying to obtain 20 (s)-ginsenoside Rh2. This method is conducted under mild condition at low cost, and affords product with high stereoselectivity in high yield and purity. Therefore, the synthetic method according to the present invention is suitable for production on industrial scale.
(FR)La présente invention concerne une synthèse du 20 (s)-ginsenoside Rh2, c'est-à-dire le 20(S)-protopanaxdiol - 3 - 0 - ß - D glucopyranoside. En l'occurrence, on commence par protéger sélectivement le protopanaxadiol pour obtenir un protopanaxadiol monosubstitué, puis on le glycoside avec un donneur de glucopyranosyle en présence d'un catalyseur à acide de Lewis, on déprotège le produit. Il ne reste plus qu'à séparer et purifier pour obtenir le 20 (s)-ginsenoside Rh2. Ce procédé, qui se met en oeuvre dans des conditions douces à faible coût, donne un produit de stéréosélectivité élevée avec un rendement et une pureté élevés. Ce procédé se prête donc à la production à échelle industrielle.
Designated States: AE, AG, AL, AM, AT, AU, AZ, BA, BB, BG, BR, BW, BY, BZ, CA, CH, CN, CO, CR, CU, CZ, DE, DK, DM, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MA, MD, MG, MK, MN, MW, MX, MZ, NA, NG, NI, NO, NZ, OM, PG, PH, PL, PT, RO, RU, SC, SD, SE, SG, SK, SL, SM, SY, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, YU, ZA, ZM, ZW.
African Regional Intellectual Property Organization (BW, GH, GM, KE, LS, MW, MZ, NA, SD, SL, SZ, TZ, UG, ZM, ZW)
Eurasian Patent Organization (AM, AZ, BY, KG, KZ, MD, RU, TJ, TM)
European Patent Office (AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HU, IE, IS, IT, LT, LU, MC, NL, PL, PT, RO, SE, SI, SK, TR)
African Intellectual Property Organization (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG).
Publication Language: Chinese (ZH)
Filing Language: Chinese (ZH)