p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside
• CAS No.: 1352307-14-2
• Molecular Formula: C₁₈H₂₀ClN₃O₇S
• Molecular Weight: 457.892

Synonyms:p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

Chemical Property of p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

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Technology Process of p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside

There total 3 articles about p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-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:

p-chlorophenyl 2-azido-2-deoxy-1-thio-β-D-galactopyranoside (1352307-11-9) + acetic anhydride (108-24-7) → p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside (1352307-14-2)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.carres.2011.09.015

Reference yield:

p-chlorophenyl 2-acetamido-3-O-acetyl-2-deoxy-4,6-di-O-pivaloyl-1-thio-β-D-galactopyranoside (1258839-49-4) → p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside (1352307-14-2)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; triflic azide; copper(II) sulfate; sodium hydroxide; In water;

DOI:10.1016/j.carres.2011.09.015

Reference yield:

p-chlorophenyl 2-amino-2-deoxy-1-thio-β-D-galactopyranoside (1352306-62-7) → p-chlorophenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-β-D-galactopyranoside (1352307-14-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: pyridine / 20 °C

With pyridine; triflic azide; copper(II) sulfate;

DOI:10.1016/j.carres.2011.09.015

upstream raw materials:

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

p-chlorophenyl 2-amino-2-deoxy-1-thio-β-D-galactopyranoside

p-chlorophenyl 2-azido-2-deoxy-1-thio-β-D-galactopyranoside

acetic anhydride

Downstream raw materials:

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

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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