methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

Base Information

Chemical Name:methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside
CAS No.:141438-56-4
Molecular Formula:C₂₈H₃₈BrNO₇Si
Molecular Weight:608.602
Hs Code.:

methyl 2-<N-(benzyloxycarbonyl)amino>-4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

Synonyms:methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

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Chemical Property of methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

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Technology Process of methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

There total 5 articles about methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-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: 72.0%

: 141438-54-2
[(4aR,6S,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-carbamic acid benzyl ester

: 141438-56-4
methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

Guidance literature:: With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate; In tetrachloromethane; for 3h; Heating;
DOI:10.1021/jo00039a044

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 141438-56-4
methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / camphorsulfonic acid / dimethylformamide / 90 °C

2: 100 percent / 2,6-lutidine / CH₂Cl₂ / 24 °C

3: 72 percent / N-bromosuccinimide, BaCO₃, azobis(isobutyronitrile) / CCl₄ / 3 h / Heating

With 2,6-dimethylpyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; barium carbonate; In tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00039a044

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 141438-56-4
methyl 2--4-O-benzoyl-6-bromo-3-O-(tert-butyldimethylsilyl)-2,6-dideoxy-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 24 °C

2: 72 percent / N-bromosuccinimide, BaCO₃, azobis(isobutyronitrile) / CCl₄ / 3 h / Heating

With 2,6-dimethylpyridine; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate; In tetrachloromethane; dichloromethane;
DOI:10.1021/jo00039a044