N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside

Base Information

• Chemical Name: N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside
• CAS No.: 1334709-67-9
• Molecular Formula: C₅₈H₆₄N₄O₁₆
• Molecular Weight: 1073.16
• Mol file: 1334709-67-9.mol

Synonyms:N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside

Chemical Property of N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside

There total 1 articles about N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside 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%

N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside (1334709-66-8) → N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside (1334709-67-9)

Guidance literature:

With pyridine; pyridine hydrogenfluoride; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.5b02172

Reference yield: 88.0%

N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside (1334709-67-9) + p-tolyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside → N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranosyl-(1→4)-6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside

Guidance literature:

p-tolyl 6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1→4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside; With silver trifluoromethanesulfonate; In diethyl ether; dichloromethane; at -78 ℃; for 0.166667h; Molecular sieve;

With p-toluenesulfonyl chloride; In diethyl ether; dichloromethane; at -78 ℃; for 0.00833333h; Molecular sieve;

N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside; In diethyl ether; dichloromethane; at -78 - 0 ℃; for 2h; Molecular sieve;

DOI:10.1039/c8cc05072d

Reference yield: 82.0%

p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside (1334721-54-8) + N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside (1334709-67-9) → N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside (1334709-68-0)

Guidance literature:

p-tolyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside; With silver trifluoromethanesulfonate; In dichloromethane; acetonitrile; at -78 ℃; for 0.0833333h; Inert atmosphere; Molecular sieve;

With p-methylbenzenesulfenyl chloride; In dichloromethane; acetonitrile; at -78 ℃; for 0.0833333h; Inert atmosphere;

N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside; In dichloromethane; acetonitrile; at -78 - -20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201101108

upstream raw materials:

N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside

Downstream raw materials:

N-(benzyl)-benzyloxycarbonyl-3-aminopropyl 2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-6-O-(2,2,2-trichloroethylsulfuryl)-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-1-thio-α-L-idopyranoside-(1->4)-6-O-acetyl-2-azido-3-O-benzyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranosyl-(1->4)-2-O-benzoyl-3-O-benzyl-6-O-levulinoyl-α-L-idopyranoside