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

Base Information

Chemical Name:tert-butyldiphenylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside
CAS No.:132183-17-6
Molecular Formula:C₃₆H₃₉N₃O₅Si
Molecular Weight:621.808
Hs Code.:

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

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

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

There total 6 articles about tert-butyldiphenylsilyl 2-azido-3-O-benzyl-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: 88.0%

: 100-39-0
benzyl bromide

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

: 132183-17-6
tert-butyldiphenylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: With silver(l) oxide; In dichloromethane; at 0 - 20 ℃; for 45.5h;
DOI:10.1016/j.carres.2006.03.011

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 132183-17-6
tert-butyldiphenylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: p-TsOH / acetonitrile

2: 85 percent / NaH / tetrahydrofuran / Heating

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4039(00)97201-0

Reference yield:

: 132183-13-2
(2R,3R,4R,5R)-2-(acetoxymethyl)-5-azido-6-hydroxytetrahydro-2H-pyran-3,4-diyl diacetate

: 132183-17-6
tert-butyldiphenylsilyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / imidazole / dimethylformamide / 2.5 h / 60 °C

2: NaOMe / methanol

3: p-TsOH / acetonitrile

4: 85 percent / NaH / tetrahydrofuran / Heating

With 1H-imidazole; sodium methylate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)97201-0