2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

Base Information

Chemical Name:2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride
CAS No.:145835-77-4
Molecular Formula:C₂₄H₂₃FO₉
Molecular Weight:474.44
Hs Code.:

Synonyms:2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

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Chemical Property of 2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

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Technology Process of 2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

There total 3 articles about 2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride 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: 76.0%

: 138857-87-1,138857-88-2
2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-D-glucopyranose

: 145835-77-4
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In tetrahydrofuran; for 1h; -30 deg C to RT;
DOI:10.1021/jo00057a021

Reference yield:

: 138857-67-7
benzyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranoside

: 145835-77-4
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / H₂ / Pd

2: 76 percent / DAST / tetrahydrofuran / -30 deg C -> room temperature, 1 h

With hydrogen; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)60999-1

Reference yield:

: 145259-96-7
(2S,4aR,6S,7R,8S,8aR)-6-Allyloxy-7,8-bis-benzoyloxy-2-methyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

: 145835-77-4
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / sodium acetate, PdCl₂, 95 percent aq. acetic acid / 3 h / 55 °C

2: 76 percent / DAST / tetrahydrofuran / 1 h / -30 deg C to RT

With sodium acetate; acetic acid; 4,4'-diaminostilbene-2,2'-disulfonic acid; palladium dichloride; In tetrahydrofuran;
DOI:10.1021/jo00057a021