(S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Base Information

Chemical Name:(S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester
CAS No.:1168208-18-1
Molecular Formula:C₂₀H₂₂N₂O₅
Molecular Weight:370.405
Hs Code.:

Synonyms:(S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

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Chemical Property of (S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

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Technology Process of (S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

There total 2 articles about (S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester 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: 83.0%

: 1168208-17-0
(S)-4-((E)-2-ethoxycarbonyl-1-methyl-vinyl)-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

: 1168208-18-1
(S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Guidance literature:: (S)-4-((E)-2-ethoxycarbonyl-1-methyl-vinyl)-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester; With diisobutylaluminium hydride; In toluene; at -78 ℃; Inert atmosphere;

With Dess-Martin periodane; In dichloromethane; for 2h; Inert atmosphere;
DOI:10.1021/ol900893e

Reference yield:

: 1168208-17-0
(S)-4-((E)-2-ethoxycarbonyl-1-methyl-vinyl)-2',2'-dimethyl-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

: 1168208-18-1
(S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

: C₂₀H₂₄N₂O₅

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; Inert atmosphere;
DOI:10.1021/ol900893e

Reference yield:

: 1168208-18-1
(S)-2',2'-dimethyl-4-((E)-1-methyl-3-oxo-propenyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

: (S)-2',2'-dimethyl-4-((R)-1-methyl-3-oxo-propyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

: 1168208-19-2
(S)-2',2'-dimethyl-4-((S)-1-methyl-3-oxo-propyl)-4',5'-dihydro-[2,4']bioxazolyl-3'-carboxylic acid benzyl ester

Guidance literature:: With (R)-(-)-2-(tert-butyl)-3-methyl-4-imidazolidinone trifluoroacetic acid salt; C₁₆H₂₄O₄; In chloroform; at -35 ℃; for 48h; optical yield given as %de; Inert atmosphere;
DOI:10.1021/ol900893e