(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

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Chemical Name:(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside
CAS No.:300693-11-2
Molecular Formula:C₂₈H₄₀O₁₁
Molecular Weight:552.619
Hs Code.:

Synonyms:(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

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Chemical Property of (2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

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Technology Process of (2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

There total 6 articles about (2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside 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: 84.0%

: 300693-10-1
(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-6-O-trityl-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

: 300693-11-2
(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

Guidance literature:: With toluene-4-sulfonic acid; In methanol; dichloromethane; for 4h;
DOI:10.1016/S0040-4020(00)00480-4

Reference yield:

: 30571-51-8
5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

: 300693-11-2
(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / TfOH / diethyl ether; CH₂Cl₂ / 0.25 h

2: 84 percent / p-TsOH / methanol; CH₂Cl₂ / 4 h

With trifluorormethanesulfonic acid; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; 1: Substitution / 2: Hydrolysis;
DOI:10.1016/S0040-4020(00)00480-4

Reference yield:

: 100-39-0
benzyl bromide

: 300693-11-2
(2''S,3''S) 3-O-(2'-O-benzyl-3',4'-di-O-(2'',3''-dimethoxybutane-2'',3''-diyl)-α-D-glucopyranosyl)-5,6-dideoxy-1,2-O-isopropylidene-α-D-allo-hex-5-endofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 7.42 g / NaH / dimethylformamide / 0 °C

2: 86 percent / TfOH / diethyl ether; CH₂Cl₂ / 0.25 h

3: 84 percent / p-TsOH / methanol; CH₂Cl₂ / 4 h

With trifluorormethanesulfonic acid; sodium hydride; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution / 3: Hydrolysis;
DOI:10.1016/S0040-4020(00)00480-4