allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside
CAS No.:147577-45-5
Molecular Formula:C₄₁H₄₈O₁₄
Molecular Weight:764.824
Hs Code.:

Synonyms:allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Chemical Property of allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

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Technology Process of allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

There total 8 articles about allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-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: 43.0%

: Acetic acid (3S,4R,5R,6S)-2-chloro-3,5-dimethoxy-6-methyl-tetrahydro-pyran-4-yl ester

: 147577-14-8
allyl 2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 147577-45-5
allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

: allyl O-(3-O-acetyl-2,4-di-O-methyl-β-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; a) 0.5 h, b) -78 deg C to room temperature, overnight, c) room temperature, ca. 80 h;
DOI:10.1016/S0008-6215(92)84233-I

Reference yield:

: 2595-07-5,7464-56-4,34384-79-7,41308-76-3,48149-72-0,48149-74-2,85249-43-0,119479-69-5,821794-45-0
allyl β-D-glucopyranoside

: 147577-45-5
allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 76.5 percent / p-toluenesulfonic acid / dimethylformamide / a) room temperature, overnight, b) 50 deg C, diminished pressure, 2.5 h

2: 84 percent / pyridine / Ambient temperature

3: 62 percent / sodium cyanoborohydride, 3A molecular sieves, trifluoroacetic acid, / dimethylformamide / 7 h / 0 °C

4: 43 percent / silver trifluoromethanesulfonate, tetramethylurea, 4A molecular sieves / CH₂Cl₂ / -78 deg C to room temperature, overnight

With pyridine; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; tetramethylurea; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(92)84233-I

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 147577-45-5
allyl O-(3-O-acetyl-2,4-di-O-methyl-α-L-fucopyranosyl)-(1->4)-2,3-di-O-benzoyl-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 76.5 percent / p-toluenesulfonic acid / dimethylformamide / a) room temperature, overnight, b) 50 deg C, diminished pressure, 2.5 h

2: 84 percent / pyridine / Ambient temperature

3: 62 percent / sodium cyanoborohydride, 3A molecular sieves, trifluoroacetic acid, / dimethylformamide / 7 h / 0 °C

4: 43 percent / silver trifluoromethanesulfonate, tetramethylurea, 4A molecular sieves / CH₂Cl₂ / -78 deg C to room temperature, overnight

With pyridine; 3 A molecular sieve; 4 A molecular sieve; silver trifluoromethanesulfonate; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; tetramethylurea; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(92)84233-I