(22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

Base Information

Chemical Name:(22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten
CAS No.:637029-33-5
Molecular Formula:C₅₃H₇₆O₁₀Si
Molecular Weight:901.266
Hs Code.:

Synonyms:(22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

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Chemical Property of (22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

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Technology Process of (22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

There total 8 articles about (22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 33.0%

: 54769-36-7
N-benzoyloxybenzotriazole

: 637029-32-4
(22R,25R)-3β-(β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

: 637029-33-5
(22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 60h;
DOI:10.1002/ejoc.200300290

Reference yield:

: 105376-04-3,138661-53-7,113214-71-4
ethyl 2,3,4,6-tetra-O-benzoyl-1-thio-β-D-glucopyranoside

: 637029-33-5
(22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

Guidance literature:: Multi-step reaction with 3 steps

1: 22 percent / 4 Angstroem molecular sieves; dimethyl(methylthio)sulfoniumtriflate / diethyl ether / 4.5 h / 20 °C

2: 65 percent / sodium methoxide / CH₂Cl₂; methanol / 4 h / 20 °C / pH 8.5

3: 33 percent / triethylamine / CH₂Cl₂ / 60 h / 20 °C

With 4 A molecular sieve; sodium methylate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In methanol; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200300290

Reference yield:

: 439917-15-4
(22β,25R)-3β,26-dihydroxyfurost-5-en-3β-acetate

: 637029-33-5
(22R,25R)-3β-(3,6-di-O-benzoyl-β-D-glucopyranosyloxy)-26-tert-butyldimethylsilyloxy-5-furosten

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 24 h / cooling

2: 1.77 g / sodium methoxide / CH₂Cl₂; methanol / 16 h / 20 °C / pH 9.5

3: 22 percent / 4 Angstroem molecular sieves; dimethyl(methylthio)sulfoniumtriflate / diethyl ether / 4.5 h / 20 °C

4: 65 percent / sodium methoxide / CH₂Cl₂; methanol / 4 h / 20 °C / pH 8.5

5: 33 percent / triethylamine / CH₂Cl₂ / 60 h / 20 °C

With 4 A molecular sieve; sodium methylate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triethylamine; In pyridine; methanol; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200300290