p-chlorophenyl 2-acetamido-3,4,6-tri-O-acetyl-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 2-acetamido-3,4,6-tri-O-acetyl-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.:1352307-22-2
Molecular Formula:C₃₆H₄₀Cl₄N₂O₁₄S
Molecular Weight:898.597
Hs Code.:

p-chlorophenyl 2-acetamido-3,4,6-tri-O-acetyl-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 2-acetamido-3,4,6-tri-O-acetyl-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 2-acetamido-3,4,6-tri-O-acetyl-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 2-acetamido-3,4,6-tri-O-acetyl-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 8 articles about p-chlorophenyl 2-acetamido-3,4,6-tri-O-acetyl-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: 98.2%

: 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

: 507-09-5
tiolacetic acid

: 1352307-22-2
p-chlorophenyl 2-acetamido-3,4,6-tri-O-acetyl-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:: at 20 ℃; for 15h;
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

: 1352307-22-2
p-chlorophenyl 2-acetamido-3,4,6-tri-O-acetyl-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 7 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

7.1: 15 h / 20 °C

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

: 1352307-22-2
p-chlorophenyl 2-acetamido-3,4,6-tri-O-acetyl-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: 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

6: 15 h / 20 °C

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