2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside
CAS No.:1441128-53-5
Molecular Formula:C₃₆H₄₄Cl₄N₄O₁₂Si
Molecular Weight:894.662
Hs Code.:

2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Synonyms:2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

There total 8 articles about 2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-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: 81.0%

: 1381864-49-8
2-azido-4,6-O-benzylidene-3-O-(2-chloroacetyl)-2-deoxy-α-D-galactopyranose

: 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 1441128-53-5
2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: 2-azido-4,6-O-benzylidene-3-O-(2-chloroacetyl)-2-deoxy-α-D-galactopyranose; With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; at -78 - -40 ℃; for 1h; Inert atmosphere; Molecular sieve;

2-(trimethylsilyl)ethyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside; In dichloromethane; at -40 ℃; for 1h; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201203865

Reference yield:

: 197663-12-0
phenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thiol-D-galactopyranoside

: 1441128-53-5
2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium methylate / methanol / 18 h / 20 °C

2.1: 10-camphorsufonic acid / N,N-dimethyl-formamide / 12 h / 20 - 70 °C

3.1: pyridine / dichloromethane / 1 h / 20 °C

4.1: N-Bromosuccinimide / water; acetone / 0.25 h / 20 °C

5.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / -78 - -40 °C / Inert atmosphere; Molecular sieve

5.2: 1 h / -40 °C / Inert atmosphere; Molecular sieve

With pyridine; N-Bromosuccinimide; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 10-camphorsufonic acid; sodium methylate; 2,4,6-tri-tert-butylpyrimidine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/chem.201203865

Reference yield:

: 819798-40-8
phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside

: 1441128-53-5
2-(trimethylsilyl)ethyl (2-azido-4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-α-D-galactopyranosyl)-(1→3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2,-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 1 h / 20 °C

2.1: N-Bromosuccinimide / water; acetone / 0.25 h / 20 °C

3.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / -78 - -40 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / -40 °C / Inert atmosphere; Molecular sieve

With pyridine; N-Bromosuccinimide; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water; acetone;
DOI:10.1002/chem.201203865