6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide

Base Information

• Chemical Name: 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide
• CAS No.: 1417719-89-1
• Molecular Formula: C₂₄H₂₅Cl₃N₄O₆
• Molecular Weight: 571.845

Synonyms:6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide

Chemical Property of 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide

Chemical Property:

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Technology Process of 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide

There total 2 articles about 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide 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: 45.0%

6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-D-glucopyranosyl trichloroacetimidate (1417719-84-6) → 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl-(1→1')-6-O-acetyl-3'-azido-2',4'-di-O-benzyl-3'-deoxy-b-D-glucopyranoside (1417719-93-7) + 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide (1417719-89-1) + 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl-(1→1')-6-O-acetyl-3'-azido-2',4'-di-O-benzyl-3'-deoxy-a-D-glucopyranoside (1417719-94-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -80 ℃; for 1h;

DOI:10.1016/j.tet.2012.10.058

Reference yield: 28.0%

6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-D-glucopyranosyl trichloroacetimidate (1417719-84-6) + 2,4,6-tri-O-acetyl 3-azido-3-deoxy-a-D-glucopyranose → 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl-(1→1')-20,40,60-tri-O-acetyl-3'-azido-3'-deoxy-b-D-glucopyranoside (1417719-86-8) + 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-α-D-glucopyranosyl-(1→1')-2',4',6'-tri-O-acetyl-3'-azido-3'-deoxy-α-D-glucopyranoside + 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-β-D-glucopyranosyl-(1→1')-2',4',6'-tri-O-acetyl-3'-azido-3'-deoxy-b-D-glucopyranoside + 6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-a-D-glucopyranosyl trichloroacetamide (1417719-89-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -80 ℃; for 1h;

DOI:10.1016/j.tet.2012.10.058

upstream raw materials:

6-O-acetyl-3-azido-2,4-di-O-benzyl-3-deoxy-D-glucopyranosyl trichloroacetimidate

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