(-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

Base Information

Chemical Name:(-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone
CAS No.:334757-21-0
Molecular Formula:C₁₉H₂₇NO₃S
Molecular Weight:349.494
Hs Code.:

Synonyms:(-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

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Chemical Property of (-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

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Technology Process of (-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

There total 5 articles about (-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone 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: 97.0%

: 79-03-8
propionyl chloride

: 334757-17-4
(-)-(S)-S-Phenylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

: 334757-21-0
(-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

Guidance literature:: (-)-(S)-S-Phenylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 2h;

propionyl chloride; In diethyl ether; cyclohexane; at -78 ℃; Further stages.;
DOI:10.1002/1521-3765(20010119)7:2<423::AID-CHEM423>3.0.CO;2-Y

Reference yield: 76.0%

: (2R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonylthio)-3-pentanol

: 334757-21-0
(-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1002/1521-3765(20010119)7:2<423::AID-CHEM423>3.0.CO;2-Y

Reference yield:

: 33877-11-1
(S)-1-mercapto-1-phenylethane

: 334757-21-0
(-)-(R)-2-Phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)-3-pentanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

1.2: 97 percent / tetrahydrofuran / 3 h / Heating

2.1: TMEDA; sec-BuLi / diethyl ether; cyclohexane / 2 h / -78 °C

2.2: 97 percent / diethyl ether; cyclohexane / -78 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; cyclohexane;
DOI:10.1002/1521-3765(20010119)7:2<423::AID-CHEM423>3.0.CO;2-Y