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

Base Information

Chemical Name:N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside
CAS No.:1139694-43-1
Molecular Formula:C₃₂H₄₀N₄O₁₀
Molecular Weight:640.69
Hs Code.:

Synonyms:N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside

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Chemical Property of N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside

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Technology Process of N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside

There total 3 articles about N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-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: 68.0%

: 920958-49-2
benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

: 94715-56-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

: 1139694-43-1
N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside

Guidance literature:: benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester; 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate; In diethyl ether; dichloromethane; at 20 ℃; for 1h; Molecular sieve 3A;

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -20 - 20 ℃;

Reference yield: 68.0%

: 920958-49-2
benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

: 94715-56-7
3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate

: N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glycopyranoside

: 1139694-43-1
N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside

Guidance literature:: benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester; 3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-glucopyranosyl trichloroacetimidate; In diethyl ether; dichloromethane; at 20 ℃; for 1h; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -20 ℃; for 1h; optical yield given as %ee;
DOI:10.1021/ja907358k

Reference yield:

: 920958-49-2
benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

: 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-O-(N-[phenyl]trifluoroacetimidoyl)-D-glucopyranoside

: N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glycopyranoside

: 1139694-43-1
N-(benzyl)-benzyloxycarbonyl-5-aminopentyl O-2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glycopyranoside

Guidance literature:: benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester; 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-O-(N-[phenyl]trifluoroacetimidoyl)-D-glucopyranoside; In diethyl ether; toluene; at 20 ℃; for 0.5h; Molecular sieve;

With trifluorormethanesulfonic acid; triethylamine; In diethyl ether; toluene; at -40 - -10 ℃; for 1h;
DOI:10.1021/jo201179p