methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate

Base Information

Chemical Name:methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate
CAS No.:119434-14-9
Molecular Formula:C₂₅H₂₈O₆
Molecular Weight:424.494
Hs Code.:

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

Suppliers and Price of methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

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

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

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

There total 8 articles about methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate 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: 54.0%

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

: 105-45-3
acetoacetic acid methyl ester

: 119434-14-9
methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate

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

Reference yield:

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

: 105-45-3
acetoacetic acid methyl ester

: 119367-01-0
methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-α-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate

: 119434-14-9
methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate

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

Reference yield:

: 100-44-7
benzyl chloride

: 119434-14-9
methyl 2-(4',6'-di-O-benzyl-2',3'-dideoxy-β-D-erythro-hex-2'-enopyranosyl)-2(R,S)-acetylacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) KOH / dimethylsulfoxide / 1.) 0 deg C, 15 min, 2.) room temp., 14 h

2: Pd(dba)2/1,4-bis(diphenylphosphino)butane (dppb) / acetonitrile / 5 h / 70 °C

With potassium hydroxide; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; acetonitrile;
DOI:10.1021/jo00269a026