6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:171612-33-2
Molecular Formula:C₇₅H₉₀N₂O₂₀
Molecular Weight:1339.54
Hs Code.:

6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Synonyms:6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of 6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of 6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 9 articles about 6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-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: 73.0%

: Acetic acid (3S,4R,5S,6R)-4,5-diacetoxy-6-benzyloxymethyl-2-(2,2,2-trichloro-1-imino-ethyl)-tetrahydro-pyran-3-yl ester

: 171612-32-1
6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 171612-33-2
6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 25 ℃; for 4h;
DOI:10.1002/prac.19953370196

Reference yield:

: 171612-32-1
6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

: 171754-66-8
O-(2,3,4-tri-O-acetyl-6-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 171612-33-2
6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetramethylurea; In 1,2-dichloro-ethane; at 55 - 60 ℃; for 2h;
DOI:10.1016/S0040-4020(98)00294-4

Reference yield:

: 85472-19-1
6-[N-(benzyloxycarbonylamino)hexyl]-2-acetamido-4,6-di-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 171612-33-2
6-(N-benzyloxycarbonylamino)hexyl-O-(2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)-(1->4)-O-[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1->3)]-2-acetamido-6-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94.0 g / molecular sieves 3 Angstroem; tetrabutylammonium bromide; copper(II) bromide / CH₂Cl₂; dimethylformamide / 3 h / 20 °C

2: 18.6 g / sodium cyanoborohydride; HCl / tetrahydrofuran; diethyl ether / 25 °C / pH 4.5 - 5.0

3: 31.0 g / tetramethylurea; molecular sieves 4 Angstroem; trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 2 h / 55 - 60 °C

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; 4 A molecular sieve; tetrabutylammomium bromide; sodium cyanoborohydride; tetramethylurea; copper(ll) bromide; In tetrahydrofuran; diethyl ether; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1: glycosylation / 2: Reduction / 3: glycosylation;
DOI:10.1016/S0040-4020(98)00294-4