3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

Base Information

Chemical Name:3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol
CAS No.:889129-01-5
Molecular Formula:C₄₉H₆₈O₇
Molecular Weight:769.075
Hs Code.:

Synonyms:3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

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Technology Process of 3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

There total 5 articles about 3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol 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: 41.0%

: 385842-77-3
O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)trichloroacetimidate

: 57-88-5
cholesterol

: 889129-01-5
3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 0.25h;
DOI:10.1002/ejoc.200500816

Reference yield:

: 2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α/β-D-glucopyranose

: 889129-01-5
3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

2: 41 percent / TMSOTf / CH₂Cl₂ / 0.25 h

With trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;
DOI:10.1002/ejoc.200500816

Reference yield:

: 904313-21-9
1,2-di-O-acetyl-3-O-benzyl-4,6-benzylidene-D-glucopyranoside

: 889129-01-5
3β-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)cholesterol

Guidance literature:: Multi-step reaction with 3 steps

1: 740 mg / hydrazinium acetate / dimethylformamide / 0.75 h / 30 - 40 °C

2: 73 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 1 h / 20 °C

3: 41 percent / TMSOTf / CH₂Cl₂ / 0.25 h

With trimethylsilyl trifluoromethanesulfonate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.200500816