phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Base Information

Chemical Name:phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside
CAS No.:1262208-49-0
Molecular Formula:C₅₁H₅₂Cl₃NO₁₂S
Molecular Weight:1009.4
Hs Code.:

phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Synonyms:phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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Chemical Property of phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

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Technology Process of phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

There total 3 articles about phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(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: 82.0%

: phenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

: 108869-64-3
3,4,6-tri-O-benzyl-2-O-acetyl-α-D-glucosyl trichloroimidate

: 1262208-49-0
phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In hexane; dichloromethane; at -10 ℃; for 0.25h; Inert atmosphere;
DOI:10.1021/ol1026188

Reference yield:

: 278784-83-1
phenyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-2-(2',2',2'-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 1262208-49-0
phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(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: sodium methylate / methanol / 3 h / 0 °C / pH 9

1.2: Dowex H⁺

2.1: toluene-4-sulfonic acid / methanol; acetonitrile / 2 h / 0 - 20 °C

3.1: trimethylsilyl trifluoromethanesulfonate / hexane; dichloromethane / 0.25 h / -10 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; toluene-4-sulfonic acid; In methanol; hexane; dichloromethane; acetonitrile;
DOI:10.1021/ol1026188

Reference yield:

: 868230-98-2
phenyl 2-deoxy-1-thio-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-galactopyranoside

: 1262208-49-0
phenylthio 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl-(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: toluene-4-sulfonic acid / methanol; acetonitrile / 2 h / 0 - 20 °C

2: trimethylsilyl trifluoromethanesulfonate / hexane; dichloromethane / 0.25 h / -10 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; toluene-4-sulfonic acid; In methanol; hexane; dichloromethane; acetonitrile;
DOI:10.1021/ol1026188