5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

Chemical Name:5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
CAS No.:1393599-56-8
Molecular Formula:C₆₂H₇₁N₃O₁₈
Molecular Weight:1146.26
Hs Code.:

5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Synonyms:5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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Chemical Property of 5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

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Technology Process of 5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 6 articles about 5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 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: 73.0%

: 1393599-50-2
5-(methoxycarbonyl)pentyl 3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

: 1393599-54-6
phenyl 3,4-di-O-benzoyl-2-O-methyl-1-thio-β-L-fucopyranoside

: 1393599-56-8
5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; at 20 ℃; for 14h; diastereoselective reaction; Molecular sieve;
DOI:10.3390/molecules17089023

Reference yield:

: 1393599-46-6
phenyl 3,6-di-O-benzyl-2-O-benzoyl-4-O-methyl-1-thio-β-D-galactopyranoside

: 1393599-56-8
5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 1 h / -40 °C / Inert atmosphere; Molecular sieve

2: sodium methylate / methanol / 48 h / 50 °C

3: methyl trifluoromethanesulfonate / dichloromethane; diethyl ether / 14 h / 20 °C / Molecular sieve

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium methylate; methyl trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane;
DOI:10.3390/molecules17089023

Reference yield:

: 1163124-32-0
phenyl 2-O-benzoyl-3,6-di-O-benzyl-1-thio-β-D-galactopyranoside

: 1393599-56-8
5-(methoxycarbonyl)pentyl 3,4-di-O-benzoyl-2-O-methyl-α-L-fucopyranosyl-(1→2)-3,6-di-O-benzyl-4-O-methyl-β-D-galactopyranosyl-(1→3)-2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutylammomium bromide; sodium hydride / N,N-dimethyl-formamide / 3 h / -15 °C

2: N-iodo-succinimide; trifluorormethanesulfonic acid / dichloromethane / 1 h / -40 °C / Inert atmosphere; Molecular sieve

3: sodium methylate / methanol / 48 h / 50 °C

4: methyl trifluoromethanesulfonate / dichloromethane; diethyl ether / 14 h / 20 °C / Molecular sieve

With N-iodo-succinimide; trifluorormethanesulfonic acid; tetrabutylammomium bromide; sodium methylate; sodium hydride; methyl trifluoromethanesulfonate; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3390/molecules17089023