1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Base Information

Chemical Name:1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol
CAS No.:428862-88-8
Molecular Formula:C₄₄H₅₄O₁₂
Molecular Weight:774.906
Hs Code.:

Synonyms:1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

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Chemical Property of 1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

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Technology Process of 1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

There total 5 articles about 1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol 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: 51.0%

: 76739-15-6
1,2-O-isopropylidene-3-O-(β-D-glucopyranosyl)-sn-glycerol

: 824-94-2
p-methoxybenzyl chloride

: 428862-88-8
1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Guidance literature:: 1,2-O-isopropylidene-3-O-(β-D-glucopyranosyl)-sn-glycerol; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0009-3084(01)00202-X

Reference yield:

: 58438-08-7
(2R)-1,2-di-O-benzyl-3-O-(2′,3′,4′,6′-tetra-O-acetyl-β-D-glucopyranosyl)glycerol

: 428862-88-8
1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / H₂ / Pd/C / ethanol; acetic acid / 760 Torr

2.1: 97 percent / p-TsOH / acetone / 1 h / 20 °C

3.1: 92 percent / NaOMe; MeOH / 20 °C / pH 8 - 9

4.1: NaH / dimethylformamide / 0 - 20 °C

4.2: 51 percent / dimethylformamide / 20 °C

With methanol; hydrogen; sodium methylate; sodium hydride; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0009-3084(01)00202-X

Reference yield:

: 572-09-8
2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

: 428862-88-8
1,2-O-isopropylidene-3-O-[2',3',4',6'-tetra-O-(4''-methoxybenzyl)-β-D-glucopyranosyl]-sn-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / HgBr₂; Hg(CN)2 / acetonitrile / 20 °C

2.1: 99 percent / H₂ / Pd/C / ethanol; acetic acid / 760 Torr

3.1: 97 percent / p-TsOH / acetone / 1 h / 20 °C

4.1: 92 percent / NaOMe; MeOH / 20 °C / pH 8 - 9

5.1: NaH / dimethylformamide / 0 - 20 °C

5.2: 51 percent / dimethylformamide / 20 °C

With methanol; hydrogen; sodium methylate; mercury(II) cyanide; sodium hydride; toluene-4-sulfonic acid; mercury dibromide; palladium on activated charcoal; In ethanol; acetic acid; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/S0009-3084(01)00202-X