methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:1357376-99-8
Molecular Formula:C₇₀H₈₆O₁₅
Molecular Weight:1167.44
Hs Code.:

Synonyms:methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 3 articles about methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-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: 45.0%

: 541-16-2
t-butyl malonate

: 1357376-98-7
methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(4''-iodobutyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

: 1357376-99-8
methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: t-butyl malonate; With potassium tert-butylate; In tetrahydrofuran; Inert atmosphere; Reflux;

methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(4''-iodobutyl)-β-D-galactopyranosyl)-β-D-glucopyranoside; In tetrahydrofuran; Inert atmosphere; Reflux;
DOI:10.1016/j.carres.2011.08.024

Reference yield:

: 1357376-97-6
methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(4''-chlorobutyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

: 1357376-99-8
methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium iodide / acetone / 24 h / Reflux

2.1: potassium tert-butylate / tetrahydrofuran / Inert atmosphere; Reflux

2.2: Inert atmosphere; Reflux

With potassium tert-butylate; sodium iodide; In tetrahydrofuran; acetone; 1.1: Finkelstein reaction;
DOI:10.1016/j.carres.2011.08.024

Reference yield:

: 19474-56-7,19474-57-8,127243-56-5,92733-60-3
methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 1357376-99-8
methyl 2,3,6-tri-O-benzyl-4-O-(2',3',6'-tri-O-benzyl-4'-O-(5'',5''-di-tert-butoxycarbonylpentyl)-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide / water; dimethyl sulfoxide / 20 h / 20 °C

2.1: sodium iodide / acetone / 24 h / Reflux

3.1: potassium tert-butylate / tetrahydrofuran / Inert atmosphere; Reflux

3.2: Inert atmosphere; Reflux

With potassium tert-butylate; sodium iodide; sodium hydroxide; In tetrahydrofuran; water; dimethyl sulfoxide; acetone; 1.1: Williamson synthesis / 2.1: Finkelstein reaction;
DOI:10.1016/j.carres.2011.08.024