3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

Base Information

Chemical Name:3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one
CAS No.:881910-28-7
Molecular Formula:C₅₆H₆₂O₁₁
Molecular Weight:911.102
Hs Code.:

Synonyms:3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

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Chemical Property of 3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

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Technology Process of 3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

There total 5 articles about 3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one 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:

: 881910-26-5
1-[(3S,8S,9S,10R,13S,14S,16R,17S)-16-(2,5-Dimethoxy-phenyl)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-ethanone

: 131897-73-9
2,3,4-tri-O-benzoyl-α-L-fucopyranosyl bromide

: 881910-28-7
3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

Guidance literature:: With 3 A molecular sieve; silver trifluoromethanesulfonate; allyl-trimethyl-silane; In dichloromethane; toluene; at -60 - 20 ℃;
DOI:10.1021/jm050971v

Reference yield:

: 1162-53-4
16-dehydropregnenolone

: 881910-28-7
3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 14.3 g / imidazole / dimethylformamide / 17 h / 20 °C

2.1: Mg; 1,2-dibromoethane; I₂ / diethyl ether / 0.5 h / 0 °C

2.2: CuI / diethyl ether / 0.5 h

3.1: tetrabutylammonium fluoride / tetrahydrofuran / 48 h / 20 °C

4.1: 3 Angstroem molecular sieves; allyltrimethylsilane; AgOTf / CH₂Cl₂; toluene / -60 - 20 °C

With 1H-imidazole; 3 A molecular sieve; tetrabutyl ammonium fluoride; iodine; silver trifluoromethanesulfonate; magnesium; ethylene dibromide; allyl-trimethyl-silane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm050971v

Reference yield:

: 881910-25-4
3β-tert-butyldiphenylsilyloxy-16α-(2',5'-dimethoxyphenyl)pregn-5-en-20-one

: 881910-28-7
3β-O-(2'',3'',4''-tri-O-benzoyl-β-L-fucopyranosyl)-16α-(2',5'-dimethoxyphenyl)-pregn-5-en-20-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutylammonium fluoride / tetrahydrofuran / 48 h / 20 °C

2: 3 Angstroem molecular sieves; allyltrimethylsilane; AgOTf / CH₂Cl₂; toluene / -60 - 20 °C

With 3 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; allyl-trimethyl-silane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jm050971v