(2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

Base Information

Chemical Name:(2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose
CAS No.:301843-91-4
Molecular Formula:C₂₂H₂₄O₅
Molecular Weight:368.43
Hs Code.:

Synonyms:(2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

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Chemical Property of (2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

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Technology Process of (2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

There total 2 articles about (2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose 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: 72.0%

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 108-24-7
acetic anhydride

: 301843-91-4
(2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

Guidance literature:: 3,4,6-tri-O-benzyl-D-glucal; With water; hafnium tetrachloride; zinc(II) iodide; In acetonitrile; at 135 - 140 ℃; for 2.5h;

acetic anhydride; With pyridine;
DOI:10.1016/j.carres.2006.02.031

Reference yield: 52.0%

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 108-24-7
acetic anhydride

: 264881-65-4
3,4,6-tri-O-benzyl-2-deoxy-1-O-acetyl-α/β-D-glucopyranose

: 301843-91-4
(2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

Guidance literature:: 3,4,6-tri-O-benzyl-D-glucal; With sulfuric acid; mercury(II) sulfate; In tetrahydrofuran; at 75 ℃; for 6h;

acetic anhydride; With pyridine; at 5 ℃;
DOI:10.1016/j.carres.2004.05.027

Reference yield: 86.0%

: 301843-91-4
(2E,4S,5R)-5-O-acetyl-4,6-di-O-benzyl-2,3-dideoxy-aldehydo-D-erythro-hex-enose

: 1233477-49-0
(2R,3S)-1,3-bis(benzyloxy)-6-oxohexan-2-yl acetate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; for 1h; under 760.051 Torr; chemoselective reaction;
DOI:10.1021/jo100489k