methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

Base Information

Chemical Name:methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside
CAS No.:263748-58-9
Molecular Formula:C₂₃H₂₆O₆
Molecular Weight:398.456
Hs Code.:

Synonyms:methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

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Chemical Property of methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

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Technology Process of methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

There total 5 articles about methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside 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:

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

: 263748-58-9
methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; pyridine; at -78 - 20 ℃; for 2h;
DOI:10.1080/07328300008544061

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 263748-58-9
methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / NaH / dimethylformamide; methanol / 12 h / 0 °C

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

2.2: 81 percent / HgO / acetone; H₂O

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

4.1: NaOH / tetrahydrofuran; pyridine / 2 h / -78 - 20 °C

With sodium hydroxide; oxalyl dichloride; potassium tert-butylate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Hydrolysis / 2.2: Hydrolysis / 3.1: Oxidation / 4.1: Condensation;
DOI:10.1080/07328300008544061

Reference yield:

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

: 263748-58-9
methyl 4,6-O-benzylidene-3-deoxy-2-O-p-methoxybenzyl-3-C-methylene-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / NaH / dimethylformamide; methanol / 12 h / 0 °C

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

2.2: 81 percent / HgO / acetone; H₂O

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

4.1: NaOH / tetrahydrofuran; pyridine / 2 h / -78 - 20 °C

With sodium hydroxide; oxalyl dichloride; potassium tert-butylate; sodium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Hydrolysis / 2.2: Hydrolysis / 3.1: Oxidation / 4.1: Condensation;
DOI:10.1080/07328300008544061