19942-05-3

Upstream product

• 96436-53-2 3-O-malonylbetulafolientriol I 
• 25279-15-6 12β,25-Dihydroxy-20(S),24(R)-epoxydammaran-3-one 
• 85210-28-2 20(S),24(R)-epoxydammarane-3α,12β,25-triol 3-(3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-orthoacetate) 
• 85210-28-2 20(S),24(R)-epoxydammarane-3β,12β,25-triol 3-(3,4,6-tri-O-acetyl-α-D-glucopyranose 1,2-orthoacetate) 
• 78782-15-7 3-O-malonyl-12β-acetoxy-3α,25-dihydroxy-(20S,24R)-epoxydammarane 
• 81719-94-0 12β-acetoxy-20(S),24(R)-epoxy-3α,25-dihydroxy-dammarane 
• 19942-06-4 (8R,10R,14R)-17-[(2S,5R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-4,4,8,10,14-pentamethyl-tetradecahydro-cyclopenta[a]phenanthrene-3,12-dione 
• 3254-14-6 Cholesteryl (α-D-glucose orthoacetate) 
• 19667-15-3 Betulafolienetriol oxide 
• 19667-15-3 Betulafolienetriol oxide 

Downstream Products

• 19667-15-3 20(S),24(R)-Epoxydammarane-3β,12β,25-triol 
• 88109-93-7 Z-12β-(2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyloxy)-3α-hydroxydammar-20(22)-en-24-one 
• 19667-15-3 (3R,8R,10R,12R,14R)-17-[(R)-5-(1-Hydroxy-1-methyl-ethyl)-2-methyl-tetrahydro-furan-2-yl]-4,4,8,10,14-pentamethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,12-diol 
• 25279-15-6 (20S,24R)-epoxydammarane–12β,25-diol-3-one 
• 25279-15-6 12β,25-Dihydroxy-20(S),24(R)-epoxydammaran-3-one 

Relevant academic research and scientific papers

3-O-MALONYLBETULAFOLIENTRRIOL OXIDE I FROM BETULA NANA SUBSP. EXILIS

The major ether-soluble metabolite of Betula nana subsp. exilis was determined by chemical and spectral methods to be 3-O-malonylbetulafolientriol oxide I.Key Word Index - Betula nana subsp. exolis; Betulaceae; dwarf birch; structure determination; triterpene; 3-O-malonylbetulafolientriol oxide I.

CATALYTIC REARRANGEMENT OF A 20(S),24(R)-EPOXYDAMMARANE-3β,12α,25-TRIOL (α-D-GLUCOSE 1,2-ORTHOACETATE). II.

The catalytic rearrangement of 20(S),24(R)-epoxydammarane-3β,12α,25-triol 3,12-di(β-D-glucose orthoacetate) leads to the formation of a complex mixture of products, predominating among which are the corresponding 12-monoglucoside and 20(S),24(R)-epoxydammar-12-ene-3β,25-diol.As compared with the rearrangement of the 20(S),24(R)-epoxydammarane-3β,12β,25-triol 3,12-diorthoester the rearrangement of the 20(S),24(R)-epoxydammarane-3β,12α,25-triol 3,12-diorthoester takes place less regioselectively, which is apparently due to the strength of an intramolecular hydrogen bond.The results of IR, PMR, and 13C NMR spectroscopy for the compo unds newly obtained are given.

REGIO- AND STEREOSELECTIVE GLYCOSYLATION OF 20(S),24(R)-EPOXYDAMMARANE-3,12β,25-TRIOLS WITH CHOLESTERYL (α-D-GLUCOSE ORTHOACETATE). III.

The glycosylation of 20(S),24(R)-epoxydammarane-3,124b,25-triols under the conditions of the previous formation of an ion pair with a Lewis acid and subsequent treatment with cholesteryl (α-D-glucose orthoacetate) leads to the selective formation with high yields of the corresponding 12-monoglucosides having the trans configuration of the glucosidic bond.The regioselectivity of the direct glycosylation of 20(S),24(R)-epoxydammarane-3,12β,25-triols by orthoesters is determined by the influence of intramolecular hydrogen bonds in the initial triols.Details of the PMRand 13C NMR spectra of the new compounds obtained are given.

CATALYTIC REARRANGEMENT OF 1,2-ORTHOACETATES OF α-D-GLUCOSE AND 20(S),24(R)-EPOXYDAMMARANE-3,12β,25-TRIOLS. I.

The catalytic rearrangement of 20(S),24(R)-epoxydammarane-3,12β,25-triol 3-mono and 3,12-di(α-D-glucose 1,2-orthoacetate)s leads to the formation of the corresponding 12-mono- and 12,25-diglucosides.The anomalous regioselectivity of the catalytic rearrang

GLYCOSYLATION OF TRITERPENOIDS OF THE DAMMARANE SERIES. II. 12,25-DI-O- AND 3,12,25-TRI-O-GLUCOPYRANOSIDES OF 20(S),24(R)-EPOXYDAMMARANE-3α-12β,25-TRIOL AND ITS 3-EPIMER

On the glycosylation of 20(S),24(R)-epoxydammarane-3α,12β,25-triol (I), its 3-O-acetyl derivative (II), and its 3-epimer with α-acetobromoglucose under the conditions of Helferich's modification and with glucose tert-butyl orthoacetate under the condition