2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate
• CAS No.: 914912-56-4
• Molecular Formula: C₄₀H₃₆Cl₃NO₁₄
• Molecular Weight: 861.083

Synonyms:2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate

Chemical Property of 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate

Chemical Property:

Purity/Quality:

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Technology Process of 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate

There total 2 articles about 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate 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: 95.0%

2,3,4,6-tetra-O-benzyloxycarbonyl-D-mannopyranose + trichloroacetonitrile (545-06-2) → 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate (914912-56-4)

Guidance literature:

With sodium hydride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1080/07328300600859759

Reference yield:

1,2,3,4,6-penta-O-benzyloxycarbonyl-D-mannopyranose → 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate (914912-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / hydrazinium acetate / acetonitrile / 1 h / Heating

2: 95 percent / sodium hydride / CH₂Cl₂ / 1 h / 20 °C

With hydrazinium monoacetate; sodium hydride; In dichloromethane; acetonitrile;

DOI:10.1080/07328300600859759

Reference yield: 65.0%

2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl trichloroacetimidate (914912-56-4) + methyl 2,3,4-tri-O-acetyl-α-D-mannopyranoside (7432-72-6,7468-46-4,7468-47-5,16668-00-1,38982-57-9,38982-58-0) → methyl 2,3,4,6-tetra-O-benzyloxycarbonyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-acetyl-α-D-mannopyranoside

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -70 - 20 ℃;

DOI:10.1080/07328300600859759

upstream raw materials:

trichloroacetonitrile

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