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

Base Information

Chemical Name:8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-4-O-phenoxythiocarbonyl-β-D-glucopyranoside
CAS No.:180335-97-1
Molecular Formula:C₄₀H₅₁NO₁₀S
Molecular Weight:737.912
Hs Code.:

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

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

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

There total 4 articles about 8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-4-O-phenoxythiocarbonyl-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%

: 1005-56-7
phenylcarbonochloridothioate

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

: 180335-97-1
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-4-O-phenoxythiocarbonyl-β-D-glucopyranoside

Guidance literature:: With dmap; In acetonitrile; at 20 ℃; for 22h; Heating;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

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

: 180335-97-1
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-4-O-phenoxythiocarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / dimethylformamide / 0.5 h / -50 - -40 °C

1.2: 68 percent / dimethylformamide / 1 h / -50 - 20 °C

2.1: 83 percent / HCl; sodium cyanoborohydride; 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.67 h / 0 °C

3.1: 73 percent / 4-dimethylaminopyridine / acetonitrile / 22 h / 20 °C / Heating

With hydrogenchloride; dmap; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile; 1.1: Metallation / 1.2: benzylation / 2.1: Ring cleavage / 3.1: Esterification;
DOI:10.1016/0008-6215(96)00047-X

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 180335-97-1
8-methoxycarbonyloctyl 2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-4-O-phenoxythiocarbonyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / dimethylformamide / 0.5 h / -50 - -40 °C

1.2: 68 percent / dimethylformamide / 1 h / -50 - 20 °C

2.1: 83 percent / HCl; sodium cyanoborohydride; 3 Angstroem molecular sieves / diethyl ether; tetrahydrofuran / 0.67 h / 0 °C

3.1: 73 percent / 4-dimethylaminopyridine / acetonitrile / 22 h / 20 °C / Heating

With hydrogenchloride; dmap; 3 A molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile; 1.1: Metallation / 1.2: benzylation / 2.1: Ring cleavage / 3.1: Esterification;
DOI:10.1016/0008-6215(96)00047-X