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<>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Base Information

Chemical Name: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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside
CAS No.:140431-64-7
Molecular Formula:C₅₂H₆₈N₄O₂₃Si
Molecular Weight:1145.21
Hs Code.:

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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

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Chemical Property of 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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

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Technology Process of 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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

There total 5 articles about 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<*>3)-4,6-di-O-acetyl-2-azido-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:

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

: 140431-64-7
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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 1.0 M BF₃*Et₂O, mol. sieves AW-300 / 1,2-dichloro-ethane / 2 h / -20 °C

2: 80 percent / 60percent aq. CF₃COOH / CH₂Cl₂ / Ambient temperature

3: NH₂NH₂*H₂O / ethanol / Heating

4: pyridine, 4-dimethylaminopyridine / Ambient temperature

With pyridine; dmap; 3 A molecular sieve; boron trifluoride diethyl etherate; hydrazine hydrate; trifluoroacetic acid; In ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(05)80007-2

Reference yield:

: 149054-72-8
tert-butyldiphenylsilyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-(1<*>3)-2-azido-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

: 140431-64-7
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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / 60percent aq. CF₃COOH / CH₂Cl₂ / Ambient temperature

2: NH₂NH₂*H₂O / ethanol / Heating

3: pyridine, 4-dimethylaminopyridine / Ambient temperature

With pyridine; dmap; hydrazine hydrate; trifluoroacetic acid; In ethanol; dichloromethane;
DOI:10.1016/S0008-6215(05)80007-2

Reference yield:

: 139344-93-7
O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-D-glucopyranosyl trichloroacetimidate

: 140431-64-7
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<*>3)-4,6-di-O-acetyl-2-azido-2-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / 1.0 M BF₃*Et₂O, mol. sieves AW-300 / 1,2-dichloro-ethane / 2 h / -20 °C

2: 80 percent / 60percent aq. CF₃COOH / CH₂Cl₂ / Ambient temperature

3: NH₂NH₂*H₂O / ethanol / Heating

4: pyridine, 4-dimethylaminopyridine / Ambient temperature

With pyridine; dmap; 3 A molecular sieve; boron trifluoride diethyl etherate; hydrazine hydrate; trifluoroacetic acid; In ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0008-6215(05)80007-2