p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside
CAS No.:1352307-19-7
Molecular Formula:C₃₄H₃₆Cl₄N₄O₁₃S
Molecular Weight:882.557
Hs Code.:

p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Synonyms:p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

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Chemical Property of p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

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Technology Process of p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

There total 6 articles about p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-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: 57.4%

: 1352306-68-3
p-chlorophenyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

: 167939-15-3
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl trichloroacetimidate

: 1352307-19-7
p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -78 - 0 ℃; Molecular sieve;
DOI:10.1016/j.carres.2011.09.015

Reference yield:

: 1258839-49-4
p-chlorophenyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-1-thio-β-D-galactopyranoside

: 1352307-19-7
p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydroxide / water / Reflux

1.2: pH 8

2.1: pyridine; triflic azide; copper(II) sulfate / 7 h / 0 - 20 °C

3.1: pyridine / 20 °C

4.1: N-iodo-succinimide / water; acetonitrile

5.1: potassium carbonate / dichloromethane

6.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -78 - 0 °C / Molecular sieve

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; triflic azide; potassium carbonate; copper(II) sulfate; sodium hydroxide; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2011.09.015

Reference yield:

: 1352306-62-7
p-chlorophenyl 2-amino-2-deoxy-1-thio-β-D-galactopyranoside

: 1352307-19-7
p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl-(1->3)-4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine; triflic azide; copper(II) sulfate / 7 h / 0 - 20 °C

2: pyridine / 20 °C

3: N-iodo-succinimide / water; acetonitrile

4: potassium carbonate / dichloromethane

5: trimethylsilyl trifluoromethanesulfonate / dichloromethane / -78 - 0 °C / Molecular sieve

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; triflic azide; potassium carbonate; copper(II) sulfate; In dichloromethane; water; acetonitrile;
DOI:10.1016/j.carres.2011.09.015