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

Base Information

Chemical Name:2-(trimethylsilyl)ethyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside
CAS No.:1246852-08-3
Molecular Formula:C₂₁H₃₀Cl₃NO₇Si
Molecular Weight:542.916
Hs Code.:

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

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

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

There total 5 articles about 2-(trimethylsilyl)ethyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside 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:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1357473-35-8
C₁₄H₂₆Cl₃NO₇Si

: 1246852-08-3
2-(trimethylsilyl)ethyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2011.04.148

Reference yield:

: 122210-05-3
1,3,4,6-tetra-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranose

: 1246852-08-3
2-(trimethylsilyl)ethyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen bromide; acetic acid / dichloromethane / 20 °C

2: 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate / dichloromethane / 20 °C

3: methanol; sodium methylate

4: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 °C

With 2,4,6-trimethyl-pyridine; methanol; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.04.148

Reference yield:

: 172490-46-9
2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

: 1246852-08-3
2-(trimethylsilyl)ethyl-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 20 °C

2: hydrogen bromide; acetic acid / dichloromethane / 20 °C

3: 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate / dichloromethane / 20 °C

4: methanol; sodium methylate

5: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 °C

With pyridine; 2,4,6-trimethyl-pyridine; methanol; hydrogen bromide; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.04.148