tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside
CAS No.:1312025-39-0
Molecular Formula:C₃₂H₃₇N₃O₅Si
Molecular Weight:571.748
Hs Code.:

Synonyms:tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

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Chemical Property of tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

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Technology Process of tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

There total 1 articles about tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-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: 87.0%

: 132183-16-5
tert-butyldiphenylsilyl O-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 106-95-6
allyl bromide

: 1312025-39-0
tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: tert-butyldiphenylsilyl O-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil;

allyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1.5h;
DOI:10.1021/jo200149d

Reference yield: 77.0%

: 1312025-39-0
tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 76-02-8
trifluoroacetyl chloride

: 1312025-40-3
tert-butyldiphenylsilyl 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside; With acetic acid; zinc; In dichloromethane; at 20 ℃; for 0.666667h;

trifluoroacetyl chloride; With pyridine; at 0 ℃; for 0.5h;
DOI:10.1021/jo200149d

Reference yield:

: 1312025-39-0
tert-butyldiphenylsilyl 3-O-allyl-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 3-O-allyl-4,6-O-benzylidene-2-deoxy-2-trichloroacetamido-D-galactopyranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid; zinc / dichloromethane / 0.67 h / 20 °C

1.2: 0.5 h / 0 °C

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 - 20 °C

With tetrabutyl ammonium fluoride; acetic acid; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo200149d