3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

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Chemical Name:3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose
CAS No.:295320-98-8
Molecular Formula:C₃₄H₄₆O₁₂
Molecular Weight:646.732
Hs Code.:

Synonyms:3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

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Chemical Property of 3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

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Technology Process of 3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

There total 15 articles about 3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose 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: 85.0%

: 518332-44-0
5-O-tert-butyldimethylsilyl-3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

: 295320-98-8
3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol0602710

Reference yield:

: 197644-81-8
(2S,3S)-3-O-[2',6'-di-O-benzyl-3',4'-di-O-(2,3-dimethoxybutane-2,3-diyl)-α-D-glucopyranosyl]-1,2-O-isopropylidene-5-O-tert-butyldiphenylsilyl-α-D-ribofuranoside

: 295320-98-8
3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: With 1,4-dioxane; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; for 8h;
DOI:10.1016/S0040-4039(97)01811-X

Reference yield:

: 518332-41-7
2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-1-phenylsulfinyl-β-D-glucopyranoside

: 295320-98-8
3-O-[2,6-di-O-benzyl-3,4-O-[(2S,3S)-2,3-dimethoxybutan-2,3-yl]-α-D-glucopyranosyl]-1,2-O-isopropylidene-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / 2,6-di-tert-butyl-4-methylpyridine / diethyl ether / 8 h / -78 °C

2: 82 percent / TBAF / tetrahydrofuran / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm060310d