8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

Base Information

Chemical Name:8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside
CAS No.:152480-28-9
Molecular Formula:C₃₃H₄₅NO₉
Molecular Weight:599.722
Hs Code.:

Synonyms:8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Chemical Property of 8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Technology Process of 8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

There total 1 articles about 8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-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: 68.0%

: 71048-95-8
ω-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

: 824-94-2
p-methoxybenzyl chloride

: 152480-28-9
8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: ω-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at -50 - -40 ℃; for 0.5h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at -50 - 20 ℃; for 1h;
DOI:10.1016/0008-6215(96)00047-X

Reference yield: 83.0%

: 152480-28-9
8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 152480-29-0
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.666667h;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

: 152480-28-9
8-methoxycarbonyloctyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 180335-99-3
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2,4-dideoxy-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / HCl; sodium cyanoborohydride; 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.67 h / 0 °C

2: 73 percent / 4-dimethylaminopyridine / acetonitrile / 22 h / 20 °C / Heating

3: 90 percent / α,α'-azobisisobutyronitrile; tributyltin hydride / toluene / 2 h / 80 °C

4: 95 percent / ammonium cerium(IV) nitrate / acetonitrile; H₂O / 0.5 h

With hydrogenchloride; dmap; ammonium cerium(IV) nitrate; 3 A molecular sieve; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; water; toluene; acetonitrile; 1: Ring cleavage / 2: Esterification / 3: Reduction / 4: debenzylation;
DOI:10.1016/0008-6215(96)00047-X