methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

Base Information

Chemical Name:methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside
CAS No.:1454689-61-2
Molecular Formula:C₁₉H₃₀O₇
Molecular Weight:370.443
Hs Code.:

Synonyms:methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

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Chemical Property of methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

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Technology Process of methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

There total 6 articles about methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside 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: 73.0%

: 1454689-59-8
(6S)-methyl 6-C-allyl-4-O-benzyl-2,3,6-tri-O-methyl-α-D-galactopyranoside

: 1454689-61-2
methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

Guidance literature:: (6S)-methyl 6-C-allyl-4-O-benzyl-2,3,6-tri-O-methyl-α-D-galactopyranoside; With oxygen; ozone; In methanol; dichloromethane; at -70 ℃; Inert atmosphere;

With sodium tetrahydroborate; In methanol; dichloromethane; at -70 - 20 ℃; for 10h; Inert atmosphere;
DOI:10.1021/ja405588x

Reference yield:

: 64552-06-3
methyl 4,6-O-benzylidene-α-D-galactopyranoside

: 1454689-61-2
methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / Inert atmosphere

2.1: borane-THF / dichloromethane / 0.75 h / 20 °C / Inert atmosphere

2.2: 5 h / 20 °C / Inert atmosphere

3.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 2.5 h / -78 °C / Inert atmosphere

3.2: 3 h / -78 - 20 °C / Inert atmosphere

4.1: tetrahydrofuran; diethyl ether / 5 h / -30 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

5.2: 5 h / 0 - 20 °C / Inert atmosphere

6.1: ozone; oxygen / dichloromethane; methanol / -70 °C / Inert atmosphere

6.2: 10 h / -70 - 20 °C / Inert atmosphere

With borane-THF; oxalyl dichloride; oxygen; sodium hydride; ozone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 3.1: |Swern Oxidation / 3.2: |Swern Oxidation;
DOI:10.1021/ja405588x

Reference yield:

: 1454689-57-6
(6S)-methyl 6-C-allyl-4-O-benzyl-2,3-di-O-methyl-α-D-galactopyranoside

: 1454689-61-2
methyl 4-O-benzyl-7-deoxy-2,3-di-O-methyl-β-L-glycero-D-galactooctopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 5 h / 0 - 20 °C / Inert atmosphere

2.1: ozone; oxygen / dichloromethane; methanol / -70 °C / Inert atmosphere

2.2: 10 h / -70 - 20 °C / Inert atmosphere

With oxygen; sodium hydride; ozone; In methanol; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ja405588x