p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

Base Information

Chemical Name:p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside
CAS No.:1407151-96-5
Molecular Formula:C₄₅H₄₈Cl₆N₂O₁₆S
Molecular Weight:1117.66
Hs Code.:

p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

Synonyms:

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Chemical Property of p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

Chemical Property:

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Technology Process of p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

There total 5 articles about p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-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:

: 220645-20-5
p-methylphenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2,2,2-trichloroethyloxycarbonylamino)-β-D-glucopyranoside

: 1407151-96-5
p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: N-iodo-succinimide / dichloromethane; N,N-dimethyl-formamide / 0.33 h / -10 - 20 °C / Molecular sieve

2: -10 °C

With N-iodo-succinimide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/c2cc35032g

Reference yield:

: 323195-45-5
p-methylphenyl 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-glucopyranoside

: 1407151-96-5
p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: toluene-4-sulfonic acid / acetonitrile

2: dmap; triethylamine / dichloromethane

3: borane-THF; trimethylsilyl trifluoromethanesulfonate / 0 °C

4: -10 °C

With dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1039/c2cc35032g

Reference yield:

: 929040-52-8
p-tolyl N-2,2,2-trichloroethyloxycarbonyl-2-amino-4,6-O-benzylidene-2-deoxy-1-thio-β-D-glucopyranoside

: 1407151-96-5
p-tolyl 6-O-[3,4,6-tri-O-acetyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxy-β-D-glucopyranosyl]-3-O-benzoyl-4-O-benzyl-2-(2,2,2-trichloroethoxycarbonylamino)-2-deoxythio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane

2: borane-THF; trimethylsilyl trifluoromethanesulfonate / 0 °C

3: -10 °C

With dmap; borane-THF; trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1039/c2cc35032g