methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

Base Information

Chemical Name:methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside
CAS No.:162610-22-2
Molecular Formula:C₃₇H₄₆O₁₂
Molecular Weight:682.765
Hs Code.:

Synonyms:methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

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Chemical Property of methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

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Technology Process of methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

There total 11 articles about methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-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: 68.0%

: 1186009-53-9
methyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-methyl-α-L-idopyranosyl)-α-D-glucopyranoside

: 74-88-4
methyl iodide

: 162610-22-2
methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

Guidance literature:: methyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2,3-di-O-methyl-α-L-idopyranosyl)-α-D-glucopyranoside; With acetic acid; In water; at 70 ℃; for 3h;

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In dichloromethane; water; at 20 ℃; for 2h;

methyl iodide; With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 8h; Inert atmosphere;
DOI:10.1021/jacs.9b03266

Reference yield: 20.0%

: methyl-2,3,6-tri-O-benzyl-4-O-(4',7'-anhydro-7'-ethoxy-2',3'-di-O-methyl-α-L-idoheptopyranosid-6'-ulosyl)-α-D-glucopyranoside

: 74-88-4
methyl iodide

: 162610-22-2
methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

Guidance literature:: methyl-2,3,6-tri-O-benzyl-4-O-(4',7'-anhydro-7'-ethoxy-2',3'-di-O-methyl-α-L-idoheptopyranosid-6'-ulosyl)-α-D-glucopyranoside; With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 5h; Inert atmosphere;

With sodium methylate; In methanol; at 20 ℃; for 0.5h; pH=10;

methyl iodide; With triethylamine; In N,N-dimethyl-formamide; for 2.5h;

Reference yield:

: methyl-2,3,6-tri-O-benzyl-4-O(4',7'-anhydro-6'-deoxy-6'-methylene-7'-ethoxy-2’,3'-di-O-methyl-β-L-ido-heptopyranosyl)-α-D-glucopyranoside

: 162610-22-2
methyl-2,3,6-tri-O-benzyl-4-O-(methyl-2',3'-di-O-methyl-α-L-idopyranosiduronate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: ozone / dichloromethane / -78 °C / Inert atmosphere

1.2: 0.5 h / 20 °C

2.1: 3-chloro-benzenecarboperoxoic acid; sodium hydrogencarbonate / dichloromethane / 5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 20 °C / pH 10

2.3: 2.5 h

With sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;