6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside
CAS No.:852311-80-9
Molecular Formula:C₃₈H₅₂N₂O₁₂
Molecular Weight:728.837
Hs Code.:

Synonyms:6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

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Chemical Property of 6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

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Technology Process of 6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

There total 8 articles about 6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside 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: 88.0%

: 852311-79-6
6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

: 852311-80-9
6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1016/j.bmc.2005.02.009

Reference yield:

: 852311-78-5
ethyl 2-O-tert-butyldimethylsilyl-3,4-O-isopropylidene-1-thio-β-L-fucopyranoside

: 852311-80-9
6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / tetrabutylammonium bromide; copper(II) bromide; molecular sieves 4 Angstroem / CH₂Cl₂; dimethylformamide / 48 h / 20 °C

2: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / 20 °C

With 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; copper(ll) bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.02.009

Reference yield:

: 62205-57-6
6-[(N-Benzyloxycarbonyl)amino]hexyl 2-N-acetamido-2-deoxy-β-D-glucopyranoside

: 852311-80-9
6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(3,4-O-isopropylidene-α-L-fucopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 0.86 g / p-toluenesulfonic acid / acetonitrile / 20 °C

2: 85 percent / tetrabutylammonium bromide; copper(II) bromide; molecular sieves 4 Angstroem / CH₂Cl₂; dimethylformamide / 48 h / 20 °C

3: 88 percent / tetrabutylammonium fluoride / tetrahydrofuran / 16 h / 20 °C

With 4 A molecular sieve; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2005.02.009