methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside
CAS No.:728899-96-5
Molecular Formula:C₄₈H₅₀O₁₀
Molecular Weight:786.919
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

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Chemical Property of methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

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Technology Process of methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

There total 2 articles about methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside 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: 97.0%

: 100-39-0
benzyl bromide

: 728900-12-7
methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xylo-hex-5-enopyranoside

: 728899-96-5
methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

Guidance literature:: methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xylo-hex-5-enopyranoside; With methanol; sodium; at 20 ℃; for 1h;

benzyl bromide; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h;
DOI:10.1071/CH03203

Reference yield:

: 728899-95-4
methyl 2,3-di-O-acetyl-6-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl)-6-iodo-β-D-glucopyranoside

: 728899-96-5
methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0.5 h / Heating

2.1: Na; methanol / 1 h / 20 °C

2.2: 97 percent / NaH / dimethylformamide; various solvent(s) / 0.5 h

With methanol; sodium; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;
DOI:10.1071/CH03203

Reference yield: 80.0%

: 728899-96-5
methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside

: 728899-97-6
(4S,5R,6S)-6-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-4,5-(dibenzyloxy)cyclohex-2-enone

Guidance literature:: methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside; With mercury(II) trifluoroacetate; In water; acetone;

With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1071/CH03203