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

Base Information

Chemical Name:2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranosyl chloride
CAS No.:146530-45-2
Molecular Formula:C₂₄H₂₃ClO₉
Molecular Weight:490.894
Hs Code.:

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

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

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

There total 2 articles about 2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranosyl chloride 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: 61.0%

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

: 146530-45-2
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranosyl chloride

Guidance literature:: With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In chloroform; for 24h; Heating;
DOI:10.1021/jo00057a021

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

: 146530-45-2
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 2 steps

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

2: 61 percent / 1-chloro-N,N,2-trimethylpropenylamine / CHCl₃ / 24 h / Heating

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; sodium acetate; acetic acid; palladium dichloride; In chloroform;
DOI:10.1021/jo00057a021

Reference yield:

: 67-56-1
methanol

: 146530-45-2
2,3-di-O-benzoyl-4,6-O<(S)-1-(methoxycarbonyl)ethylidene>-α-D-glucopyranosyl chloride

: 138857-66-6
methyl 2,3-di-O-benzoyl-4,6-O-<(S)-1-(methoxycarbonyl)ethylidene>-β-D-glucopyranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; 3 A molecular sieve; silver trifluoromethanesulfonate; Yield given. Multistep reaction; 1) CH₂Cl₂, 0.5 h, RT, 2) 1 h;
DOI:10.1021/jo00057a021