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-2-deoxy-β-D-galactopyranoside

Base Information

• Chemical Name: 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-2-deoxy-β-D-galactopyranoside
• CAS No.: 140431-63-6
• Molecular Formula: C₅₄H₆₄N₄O₂₂Si
• Molecular Weight: 1149.2
• Mol file: 140431-63-6.mol

Synonyms: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-2-deoxy-β-D-galactopyranoside

Chemical Property of 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-2-deoxy-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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-2-deoxy-β-D-galactopyranoside

There total 3 articles about 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-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: 80.0%

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 (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-2-deoxy-β-D-galactopyranoside (140431-63-6)

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 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-2-deoxy-β-D-galactopyranoside (140431-63-6)

Guidance literature:

Multi-step reaction with 2 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

With 3 A molecular sieve; boron trifluoride diethyl etherate; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane;

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

Reference yield:

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 (139344-93-7) → 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-2-deoxy-β-D-galactopyranoside (140431-63-6)

Guidance literature:

Multi-step reaction with 2 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

With 3 A molecular sieve; boron trifluoride diethyl etherate; trifluoroacetic acid; In dichloromethane; 1,2-dichloro-ethane;

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

upstream raw materials:

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

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

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

Downstream raw materials:

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