methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside

Base Information

• Chemical Name: methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside
• CAS No.: 1021954-20-0
• Molecular Formula: C₂₄H₂₈O₆
• Molecular Weight: 412.483

Synonyms:methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside

Chemical Property of methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside

Chemical Property:

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Technology Process of methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside

There total 1 articles about methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside 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: 47.0%

methyl (5R)-2,3-di-O-benzyl-5-(2-butynyl)-4-deoxy-β-L-threo-pentopyranoside (1021954-19-7) → methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside (1021954-20-0)

Guidance literature:

methyl (5R)-2,3-di-O-benzyl-5-(2-butynyl)-4-deoxy-β-L-threo-pentopyranoside; With ozone; In dichloromethane; at -78 ℃;

With dimethylsulfide; In dichloromethane; at -78 - 20 ℃; for 1h; Further stages.;

DOI:10.1021/jo702663w

Reference yield:

methyl (5S)-2,3-di-O-benzyl-4-deoxy-5-(2,3-dioxobutyl)-β-L-threo-pentopyranoside (1021954-20-0) → (1S,4S,6S,7R,8S)-7,8-bis(benzyloxy)-1-hydroxy-6-methoxy-1-methyl-5-oxaspiro[3.5]nonan-2-one (1021954-22-2) + (1R,4R,6S,7R,8S)-7,8-bis(benzyloxy)-1-hydroxy-6-methoxy-1-methyl-5-oxaspiro[3.5]nonan-2-one

Guidance literature:

In chloroform; for 0.55h; Title compound not separated from byproducts.; UV-irradiation;

DOI:10.1021/jo702663w

upstream raw materials:

methyl (5R)-2,3-di-O-benzyl-5-(2-butynyl)-4-deoxy-β-L-threo-pentopyranoside

Downstream raw materials:

(1S,4S,6S,7R,8S)-7,8-bis(benzyloxy)-1-hydroxy-6-methoxy-1-methyl-5-oxaspiro[3.5]nonan-2-one

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