2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside
CAS No.:1441128-45-5
Molecular Formula:C₂₃H₃₁Cl₄NO₈Si
Molecular Weight:619.399
Hs Code.:

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

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

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

There total 1 articles about 2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-chloroacetyl-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: 84.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 1441128-41-1
C₂₄H₂₃Cl₄NO₇S

: 1441128-45-5
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -78 - -50 ℃; for 3h; Inert atmosphere; Molecular sieve;
DOI:10.1002/chem.201203865

Reference yield: 92.0%

: 1441128-45-5
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-chloroacetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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

Guidance literature:: With 2,6-dimethylpyridine; thiourea; In N,N-dimethyl-formamide; at 20 - 60 ℃; for 5h;
DOI:10.1002/chem.201203865

Reference yield:

: 1441128-45-5
2-(trimethylsilyl)ethyl 4,6-O-benzylidene-3-O-chloroacetyl-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:: Multi-step reaction with 2 steps

1.1: thiourea; 2,6-dimethylpyridine / N,N-dimethyl-formamide / 5 h / 20 - 60 °C

2.1: 1,1'-sulfinylbisbenzene; 2,4,6-tri-tert-butylpyrimidine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / -78 - -40 °C / Inert atmosphere; Molecular sieve

2.2: 1 h / -40 °C / Inert atmosphere; Molecular sieve

With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; thiourea; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201203865