1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

Base Information

Chemical Name:1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone
CAS No.:1440544-41-1
Molecular Formula:C₂₃H₂₆O₄
Molecular Weight:366.457
Hs Code.:

Synonyms:1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

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Chemical Property of 1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

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Technology Process of 1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

There total 3 articles about 1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone 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: 86.0%

: 1440544-26-2
3-O-(3-oxobutanoyl)-4,6-di-O-benzyl-D-glucal

: 1440544-41-1
1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

Guidance literature:: With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In toluene; at 60 ℃; for 2h; stereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201210266

Reference yield: 25.0%

: 1440544-57-9
3-O-(3-oxopentanoyl)-4,6-di-O-benzyl-D-glucal

: 3-O-(3-oxobutanoyl)-4,6-di-O-(4-methoxybenzylidene)-D-glucal

: 1-(4,6-di-O-(4-methoxybenzylidene)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

: 1440544-41-1
1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

: 1-(4,6-di-O-(4-methoxybenzylidene)-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-butanone

: 1440544-58-0
1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-butanone

Guidance literature:: With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In toluene; at 60 ℃; for 4h; stereoselective reaction; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201210266

Reference yield:

: 203630-08-4
1,5-Anhydro-4,6-di-O-benzyl-2-deoxy-D-arabino-hex-1-enitol

: 1440544-41-1
1-(4,6-di-O-benzyl-2,3-dideoxy-β-D-erythro-hex-2-enopyranosyl)-2-propanone

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / toluene / Reflux; Molecular sieve; Inert atmosphere

2: palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / toluene / 2 h / 60 °C / Inert atmosphere; Schlenk technique

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In toluene;
DOI:10.1002/anie.201210266