(22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

Base Information

Chemical Name:(22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten
CAS No.:637029-28-8
Molecular Formula:C₆₇H₉₈O₁₁Si₂
Molecular Weight:1135.68
Hs Code.:

Synonyms:(22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

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Chemical Property of (22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

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Technology Process of (22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

There total 7 articles about (22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-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: 100.0%

: 637029-27-7
ethyl 2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside

: 637029-19-7
(22R,25R)-3β-hydroxy-26-p-methoxybenzyloxy-5-furosten

: 637029-28-8
(22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

Guidance literature:: With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In diethyl ether; at 20 ℃; for 16h;
DOI:10.1002/ejoc.200300290

Reference yield:

: 98-88-4
benzoyl chloride

: 637029-28-8
(22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

Guidance literature:: Multi-step reaction with 2 steps

1: 57 percent / DMAP / pyridine / 120 h / 0 - 20 °C

2: 100 percent / 4 Angstroem molecular sieves; dimethyl(methylthio)sulfoniumtriflate / diethyl ether / 16 h / 20 °C

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

Reference yield:

: 324740-29-6
3-O-(tert-butyldiphenylsilyl)diosgenin

: 637029-28-8
(22R,25R)-3β-(2,4-di-O-benzoyl-3,6-di-O-tert-butyldimethylsilyl-β-D-glucopyranosyloxy)-26-p-methoxybenzyloxy-5-furosten

Guidance literature:: Multi-step reaction with 4 steps

1.1: 47 percent / LiAlH₄; AlCl₃ / diethyl ether / 20 °C

2.1: sodium hydride / dimethylformamide / 2.5 h / cooling

2.2: dimethylformamide / 21 h / 0 - 20 °C

3.1: 132 mg / tetrabutylammonium fluoride / tetrahydrofuran; H₂O / 72 h / 20 °C

4.1: 100 percent / 4 Angstroem molecular sieves; dimethyl(methylthio)sulfoniumtriflate / diethyl ether / 16 h / 20 °C

With lithium aluminium tetrahydride; aluminium trichloride; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium hydride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200300290