(2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

Base Information

Chemical Name:(2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester
CAS No.:901266-63-5
Molecular Formula:C₁₆H₂₆O₃SSi
Molecular Weight:326.532
Hs Code.:

Synonyms:(2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

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Chemical Property of (2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

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Technology Process of (2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

There total 1 articles about (2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl 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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 111248-06-7
methyl β-(thiophenoxy)lactate

: 901266-63-5
(2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃;
DOI:10.1021/ol0609208

Reference yield:

: 901266-63-5
(2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

: 2-(tert-butyl-dimethyl-silanyloxy)-3-phenylsulfanyl-propionic acid

Guidance literature:: With sodium hydroxide; In methanol; at 20 ℃; for 1.5h;
DOI:10.1021/ol0609208

Reference yield:

: 901266-63-5
(2S)-2-(tert-butyl-dimethylsilanyloxy)-3-phenylsulfanyl-propionic acid methyl ester

: 901266-05-5
(6S,8αR)-6-benzenesulfinylmethyl-8α-isopropyl-dihydro-oxazolo[4,3-c]-[1,4]oxazine-3,5,8-trione

Guidance literature:: Multi-step reaction with 7 steps

1: aq. NaOH / methanol / 1.5 h / 20 °C

2: oxalyl chloride / CH₂Cl₂; dimethylformamide / 1 h / 20 °C

3: 3.4 g / LiHMDS / tetrahydrofuran / -78 - 20 °C

4: TiCl₄; anisole / CH₂Cl₂ / 2 h / 20 °C

5: HF / acetonitrile / 2 h / 20 °C

6: 1.3 g / triethylamine; pivaloyl chloride / tetrahydrofuran / 23 °C

7: 80 percent / mCPBA / tetrahydrofuran / -78 - 20 °C

With sodium hydroxide; oxalyl dichloride; hydrogen fluoride; pivaloyl chloride; titanium tetrachloride; methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0609208