tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside
• CAS No.: 139222-32-5
• Molecular Formula: C₂₉H₃₃N₃O₆Si
• Molecular Weight: 547.683

Synonyms:tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside

Chemical Property of tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside

Chemical Property:

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Technology Process of tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside

There total 4 articles about tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-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:

Benzoic acid (2S,4aR,6S,7R,8R,8aR)-7-azido-6-(tert-butyl-diphenyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester → tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside (139222-32-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/0008-6215(92)84047-V

Reference yield:

tert-butyldiphenylsilyl O-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside (132183-16-5) → tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside (139222-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 20 h / Ambient temperature

2: 60percent aq. CF₃COOH / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(05)80007-2

Reference yield:

benzoyl chloride (98-88-4) → tert-butyldiphenylsilyl-2-azido-3-O-benzoyl-2-deoxy-β-D-galactopyranoside (139222-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 20 h / Ambient temperature

2: 60percent aq. CF₃COOH / CH₂Cl₂ / Ambient temperature

With pyridine; dmap; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0008-6215(05)80007-2

upstream raw materials:

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

benzoyl chloride

Downstream raw materials:

C₆₁H₆₈N₄O₂₃Si

tert-butyldiphenylsilyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-O-(2-acetamido-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl)-(1<*>6)-3,4-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

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