methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

Base Information

Chemical Name:methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside
CAS No.:263748-56-7
Molecular Formula:C₂₅H₃₀O₇
Molecular Weight:442.509
Hs Code.:

Synonyms:methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

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Technology Process of methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

There total 1 articles about methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-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: 75.0%

: 824-94-2
p-methoxybenzyl chloride

: 152006-40-1
3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

: 263748-56-7
methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

Guidance literature:: With sodium hydride; In methanol; N,N-dimethyl-formamide; at 0 ℃; for 12h;
DOI:10.1080/07328300008544061

Reference yield: 81.0%

: 263748-56-7
methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

: 263748-57-8
methyl 4,6-O-benzylidene-2-O-(4-methoxybenzyl)-β-D-glucopyranoside

Guidance literature:: methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside; With potassium tert-butylate; In dimethyl sulfoxide; at 60 ℃; for 1h;

With mercury(II) oxide; In water; acetone;
DOI:10.1080/07328300008544061

Reference yield:

: 263748-56-7
methyl 3-O-allyl-4,6-O-benzylidene-2-O-p-methoxybenzyl-β-D-glucopyranoside

: (2R,4aR,6R,7S,8aR)-6-Methoxy-7-(4-methoxy-benzyloxy)-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuOK / dimethylsulfoxide / 1 h / 60 °C

1.2: 81 percent / HgO / acetone; H₂O

2.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / 0.5 h / -78 - 20 °C

With oxalyl dichloride; potassium tert-butylate; dimethyl sulfoxide; triethylamine; In dichloromethane; dimethyl sulfoxide; 1.1: Hydrolysis / 1.2: Hydrolysis / 2.1: Oxidation;
DOI:10.1080/07328300008544061