acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

Base Information

Chemical Name:acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside
CAS No.:548460-19-1
Molecular Formula:C₂₉H₃₁BrO₈S
Molecular Weight:619.53
Hs Code.:

Synonyms:acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

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Chemical Property of acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

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Technology Process of acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

There total 3 articles about acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside 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: 52.0%

: 64-19-7,77671-22-8
acetic acid

: 548460-17-9
3,4-bis-(O-benzyl)-6-O-tosyl-D-galactal

: 548460-19-1
acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

: Acetic acid (2R,3S,4S,5S,6R)-4,5-bis-benzyloxy-3-bromo-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-2-yl ester

Guidance literature:: With N-Bromosuccinimide; In dichloromethane; at 23 ℃; for 0.666667h;
DOI:10.1021/ol034393t

Reference yield:

: 130323-37-4
(2R,3R,4R)-(3,4-bis(benzyloxy)-3,4-dihydro-2H-pyran-2-yl)methanol

: 548460-19-1
acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 3 h

2: 52 percent / N-bromosuccinimide / CH₂Cl₂ / 0.67 h / 23 °C

With dmap; N-Bromosuccinimide; triethylamine; In dichloromethane;
DOI:10.1021/ol034393t

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 548460-19-1
acetyl 3,4-(O-benzyl)-2-deoxy-2-bromo-6-O-tosyl-α,β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 3 h

2: 52 percent / N-bromosuccinimide / CH₂Cl₂ / 0.67 h / 23 °C

With dmap; N-Bromosuccinimide; triethylamine; In dichloromethane;
DOI:10.1021/ol034393t