(25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:(25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside
CAS No.:1333212-93-3
Molecular Formula:C₆₅H₈₂O₁₁
Molecular Weight:1039.36
Hs Code.:

Synonyms:(25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

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Chemical Property of (25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

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Technology Process of (25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

There total 6 articles about (25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 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: 89.0%

: 123617-41-4
(25R)-26-hydroxy-22-oxocholest-5-en-3β,16β-diyl diacetate

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 1333212-93-3
(25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 1h; Molecular sieve;
DOI:10.1016/j.ejmech.2011.05.058

Reference yield:

: 2280-44-6
D-Glucose

: 1333212-93-3
(25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: acetyl chloride / 20 °C

2: sodium hydride / N,N-dimethyl-formamide / 20 °C

3: sulfuric acid; acetic acid / Reflux

4: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -20 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; acetyl chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2011.05.058

Reference yield:

: 97-30-3,617-04-9,709-50-2,1824-94-8,2152-78-5,3396-99-4,6819-48-3,18469-06-2,20550-04-3,22277-65-2,29411-57-2,35437-40-2,35437-43-5,36191-11-4,36191-12-5,39598-79-3,39598-80-6,39598-89-5,51023-63-3,51223-62-2,51224-38-5,51224-39-6,51224-40-9,51224-41-0,51819-81-9,51819-82-0,51819-83-1,56688-81-4,62279-53-2,64281-79-4,64281-80-7,64912-19-2,66101-73-3,78184-90-4,84368-39-8,84368-40-1,84368-41-2,92142-37-5,93302-26-2,103421-28-9,115794-08-6,3149-68-6
methyl D-glucopyranoside

: 1333212-93-3
(25R)-3β,16β-diacetoxy-22-oxocholest-5-en-26-yl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium hydride / N,N-dimethyl-formamide / 20 °C

2: sulfuric acid; acetic acid / Reflux

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 3 h / 20 °C

4: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / -20 °C / Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2011.05.058