ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Name:ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside
CAS No.:241471-03-4
Molecular Formula:C₅₈H₆₆O₁₁S
Molecular Weight:971.221
Hs Code.:

Synonyms:ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Chemical Property of ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

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Technology Process of ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

There total 3 articles about ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside 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: 63.0%

: 53685-11-3
(2R,3R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3,4-diol

: 215360-88-6
ethyl 2,3,4-tri-O-benzyl-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside

: 241471-03-4
ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: (2R,3R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3,4-diol; With di(n-butyl)tin oxide; In toluene; for 5h; Heating;

ethyl 2,3,4-tri-O-benzyl-6-O-(3-bromomethylbenzyl)-1-thio-β-D-glucopyranoside; With tetrabutylammomium bromide; In toluene; at 90 ℃; for 20h;
DOI:10.1021/jo990132e

Reference yield:

: 39483-51-7,119645-03-3,128850-50-0,126461-54-9
ethyl 2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 241471-03-4
ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 41 percent / 15-crown-5; sodium hydride / CH₂Cl₂ / 8 h / -17 °C

2.1: dibutyltin oxide / toluene / 5 h / Heating

2.2: 63 percent / tetrabutylammonium bromide / toluene / 20 h / 90 °C

With 15-crown-5; sodium hydride; di(n-butyl)tin oxide; In dichloromethane; toluene; 1.1: Alkylation / 2.1: Substitution / 2.2: Alkylation;
DOI:10.1021/jo990132e

Reference yield:

: 626-15-3
1,3-bis-(bromomethyl)benzene

: 241471-03-4
ethyl 6-O-[3-(methyl 2,6-di-O-benzyl-α-D-galactopyranoside-3-yloxymethyl)-benzyl]-2,3,4-tri-O-benzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 41 percent / 15-crown-5; sodium hydride / CH₂Cl₂ / 8 h / -17 °C

2.1: dibutyltin oxide / toluene / 5 h / Heating

2.2: 63 percent / tetrabutylammonium bromide / toluene / 20 h / 90 °C

With 15-crown-5; sodium hydride; di(n-butyl)tin oxide; In dichloromethane; toluene; 1.1: Alkylation / 2.1: Substitution / 2.2: Alkylation;
DOI:10.1021/jo990132e