Carbohydrate Research p. 449 - 451 (1997)
Update date:2022-08-16
Topics:
Atopkina, Lyubov N.
Uvarova, Nina I.
Elyakov, Georgi B.
Condensation of the 12-O-acetylderivative of 20(S)-protopanaxadiol [dammar-24-ene-3β,12β,20(S)-triol] with tetra-O-acetyl-α-D-glucopyranosyl bromide in the presence of silver oxide in dichloroethane, followed by deprotection with sodium methoxide in methanol, results in formation of the 3-O-β-D-glucopyranosyldammar-24-ene-3β,12β,20(S)-triol identical with natural ginsenoside-Rh2. The 12-O-acetyl-20(S)-protopanaxadiol is easily prepared from betulafolienetriol via the 3-keto-12-O-acetylderivative followed by NaBH4 reduction. This comparatively simple five-step synthesis makes this hitherto rare ginsenoside relatively accessible.
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