(2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

Base Information

Chemical Name:(2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol
CAS No.:95335-92-5
Molecular Formula:C₄₀H₄₆O₈
Molecular Weight:654.8
Hs Code.:

Synonyms:(2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

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Chemical Property of (2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

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Technology Process of (2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

There total 5 articles about (2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol 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:

: 100-39-0
benzyl bromide

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

: 95335-92-5
(2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1039/c4ob00721b

Reference yield:

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

: 95335-92-5
(2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / dichloromethane; ethanol / 4560.31 Torr

2: toluene-4-sulfonic acid / acetone / 4 h / 4560.31 Torr

3: methanol; sodium methylate

4: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

With methanol; palladium 10% on activated carbon; hydrogen; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil;
DOI:10.1039/c4ob00721b

Reference yield:

: 34382-09-7
<(4S)-2,2-dimethyl-1,3-dioxolan-4-yl>methyl tetra-O-acetyl-β-D-glucopyranoside

: 95335-92-5
(2R)-1-O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-2,3-O-isopropylideneglycerol

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; sodium methylate

2: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

With methanol; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1039/c4ob00721b