(-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

Base Information

Chemical Name:(-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone
CAS No.:334756-44-4
Molecular Formula:C₁₆H₂₃NO₃S
Molecular Weight:309.43
Hs Code.:

Synonyms:(-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

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Chemical Property of (-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

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Technology Process of (-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

There total 6 articles about (-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-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: 95.0%

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

: 334756-44-4
(-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

Guidance literature:: With 1.3-propanedithiol; Amberlyst 15; In dichloromethane; at 20 ℃; for 14h;
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

: 334756-44-4
(-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

Guidance literature:: Multi-step reaction with 3 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

3.1: 95 percent / 1,3-propanedithiol; Amberlyst 15 / CH₂Cl₂ / 14 h / 20 °C

With 1.3-propanedithiol; Amberlyst 15; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;
DOI:10.1002/1521-3765(20010119)7:2<423::AID-CHEM423>3.0.CO;2-Y

Reference yield:

: 62258-06-4,67385-07-3,133098-85-8
thioacetic acid S-((S)-1-phenylethyl) ester

: 334756-44-4
(-)-(R)-S-2-[N-(2-Hydroxy-1,1-dimethylethyl)-aminocarbonylthio]-2-phenyl-3-pentanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 3.75 g / LiAlH₄ / diethyl ether / 2 h / Heating

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

2.2: 97 percent / tetrahydrofuran / 3 h / Heating

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

3.2: 97 percent / diethyl ether; cyclohexane / -78 °C

4.1: 95 percent / 1,3-propanedithiol; Amberlyst 15 / CH₂Cl₂ / 14 h / 20 °C

With 1.3-propanedithiol; lithium aluminium tetrahydride; Amberlyst 15; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;
DOI:10.1002/1521-3765(20010119)7:2<423::AID-CHEM423>3.0.CO;2-Y