N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside

Base Information

• Chemical Name: N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside
• CAS No.: 1198156-13-6
• Molecular Formula: C₃₃H₄₀N₄O₇
• Molecular Weight: 604.703

Synonyms:N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside

Chemical Property of N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside

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Technology Process of N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside

There total 2 articles about N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside 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: 92.0%

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside (1198157-04-8) → N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside (1198156-13-6)

Guidance literature:

With water; trifluoroacetic acid; In acetic acid; at 90 ℃; for 1h;

DOI:10.1021/ja907358k

Reference yield: 92.0%

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside → N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside (1198156-13-6)

Guidance literature:

With water; acetic acid; at 90 ℃;

Reference yield: 88.0%

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside (1198156-13-6) + tert-butylchlorodiphenylsilane (58479-61-1) → N-(benzyl)-benzyloxycarbonyl-5-aminopentyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyl-diphenylsilyl-α-D-glucopyranoside (1610447-40-9)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm4016069

upstream raw materials:

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glycopyranoside

Downstream raw materials:

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glycopyranoside

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-6-O-levulinoyl-3-O-benzyl-2-deoxy-α-D-glycopyranoside

N-(benzyl)-benzyloxycarbonyl-5-aminopentyl 2-azido-3-O-benzyl-2-deoxy-6-O-tert-butyl-diphenylsilyl-α-D-glucopyranoside

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