(S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester
CAS No.:721401-61-2
Molecular Formula:C₂₁H₂₃NO₃
Molecular Weight:337.419
Hs Code.:

Synonyms:(S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

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Chemical Property of (S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

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Technology Process of (S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

There total 10 articles about (S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl 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: 77.0%

: 100-39-0
benzyl bromide

: 709656-07-5
2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

: (R)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

: 721401-61-2
(S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

Guidance literature:: With (R,R)-3,4,5-trifluorophenyl-3,3'5,5'-tetrahydro-2,6-bis(3,4,5-trifluorophenyl)-4,4'-spiro 4H-di-naphtha[2,1-c:1',2'-e]azepinium bromide; potassium hydroxide; In toluene; at -5 ℃; Concentration; Temperature; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2014.05.004

Reference yield:

: 100-39-0
benzyl bromide

: 2-phenyl-2-oxazoline-4-carboxylic acid tert-butyl ester

: (R)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

: 721401-61-2
(S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

Guidance literature:: With potassium hydroxide; (S)-binaphthol-derived quaternary ammonium bromide; In toluene; at 0 ℃; for 5h; Further Variations:; Reagents; Temperatures; reaction times; Product distribution;
DOI:10.1002/anie.200353496

Reference yield:

: 2-benzoylamino-3-hydroxy-propionic acid tert-butyl ester

: 721401-61-2
(S)-4-benzyl-2-phenyl-4,5-dihydro-oxazole-4-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DAST / CH₂Cl₂ / -78 °C

2: dihydrocinchonidinium bromide-derived catalyst; KOH / CH₂Cl₂ / 3 h / 0 °C

With potassium hydroxide; dihydrocinchonidinium bromide-derived catalyst; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane;
DOI:10.1021/ol050228x