1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

Base Information

Chemical Name:1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose
CAS No.:908838-45-9
Molecular Formula:C₃₅H₄₆O₅Si
Molecular Weight:574.833
Hs Code.:

Synonyms:1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

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Chemical Property of 1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

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Technology Process of 1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

There total 1 articles about 1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose 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:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 908838-45-9
1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 3,3-dimethyldioxirane / CH₂Cl₂

1.2: CH₂Cl₂ / -63 °C

2.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; 3,3-dimethyldioxirane; In dichloromethane;
DOI:10.1016/j.carres.2006.05.008

Reference yield: 54.0%

: 908838-45-9
1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

: 908838-46-0
1-deoxy-1-α-hydroxymethyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

Guidance literature:: 1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose; With ozone; In dichloromethane; at -78 ℃;

With methanol; sodium tetrahydroborate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.carres.2006.05.008

Reference yield:

: 908838-45-9
1-deoxy-1-α-ethenyl-2-O-(tert-butyldimethylsilyl)-3,4,5-tri-O-benzyl-D-glucose

: 908838-47-1
Methanesulfonic acid (2R,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: O₃ / CH₂Cl₂ / -78 °C

1.2: 54 percent / NaBH₄; MeOH / CH₂Cl₂ / 0 - 20 °C

2.1: diisopropylethyl amine / CH₂Cl₂ / 0.08 h / 0 °C

With ozone; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/j.carres.2006.05.008