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

Base Information

Chemical Name:3-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone
CAS No.:119367-00-9
Molecular Formula:C₂₅H₂₈O₅
Molecular Weight:408.494
Hs Code.:

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

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

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

There total 9 articles about 3-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone 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: 84.0%

: 113019-36-6
phenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside

: 123-54-6,81235-32-7
acetylacetone

: 119367-00-9
3-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone

Guidance literature:: With 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetonitrile; at 70 ℃; for 6h;
DOI:10.1021/jo00269a026

Reference yield: 40.0%

: 113019-35-5
phenyl 4,6-di-O-benzyl-2,3-dideoxy-α,β-D-erythro-hex-2-enopyranoside

: 123-54-6,81235-32-7
acetylacetone

: 119367-00-9
3-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone

Guidance literature:: With triphenylphosphine; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In acetonitrile; at 70 ℃; for 5h;
DOI:10.1021/jo00269a026

Reference yield:

: 2873-29-2
D-glucal triacetate

: 119367-00-9
3-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-3-acetylpropanone

Guidance literature:: Multi-step reaction with 4 steps

1: chlorobenzene / Heating

2: NaOMe / methanol

3: KOH

4: bis(dibenzylideneacetone)Pd⁽⁰⁾, 1,2-bis(diphenylphosphino)ethane / tetrahydrofuran / 70 °C

With potassium hydroxide; palladium bis(dibenzylideneacetone)palladium⁽⁰⁾; sodium methylate; 1,2-bis-(diphenylphosphino)ethane; In tetrahydrofuran; methanol; chlorobenzene;
DOI:10.1016/S0008-6215(98)00059-7