2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

Base Information

Chemical Name:2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid
CAS No.:220662-76-0
Molecular Formula:C₄₆H₅₀O₈
Molecular Weight:730.898
Hs Code.:

Synonyms:2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

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Chemical Property of 2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

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Technology Process of 2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

There total 1 articles about 2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid 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: 86.0%

: 124-38-9,18923-20-1
carbon dioxide

: 220662-75-9
(3R,4S,5R,6R)-2-(2-Bromo-benzyloxy)-3,4,5-tris-(3-methyl-benzyloxy)-6-(3-methyl-benzyloxymethyl)-tetrahydro-pyran

: 220662-76-0
2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

Guidance literature:: (3R,4S,5R,6R)-2-(2-Bromo-benzyloxy)-3,4,5-tris-(3-methyl-benzyloxy)-6-(3-methyl-benzyloxymethyl)-tetrahydro-pyran; With n-butyllithium; In tetrahydrofuran; hexane; at -100 ℃; for 0.333333h;

carbon dioxide; In tetrahydrofuran; hexane; at -100 ℃; for 0.5h;
DOI:10.1021/jo971778e

Reference yield: 96.0%

: 18982-54-2
o-bromobenzyl alcohol

: 220662-76-0
2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

: 220662-86-2
2-[(3R,4S,5R,6R)-3,4,5-Tris-(3-methyl-benzyloxy)-6-(3-methyl-benzyloxymethyl)-tetrahydro-pyran-2-yloxymethyl]-benzoic acid 2-bromo-benzyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1021/jo971778e

Reference yield:

: 220662-76-0
2-[2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyloxymethyl]benzoic acid

: {1-[2-(((2,3,4,6-tetra-O-(3-methylbenzyl)-α/β-D-glucopyranosyl)oxy)methyl)phen-1-yl]vinyl} 2-bromobenzyl ether

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 4-(dimethylamino)pyridine; DCC / CH₂Cl₂ / 16 h / 0 - 20 °C

2: 99 percent / tetrahydrofuran; toluene / 1.5 h / 0 °C

With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene; 1: Esterification / 2: Condensation;
DOI:10.1021/jo971778e