(-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

Base Information

Chemical Name:(-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate
CAS No.:334757-37-8
Molecular Formula:C₁₉H₃₁NO₂SSi
Molecular Weight:365.612
Hs Code.:

Synonyms:(-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

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Chemical Property of (-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

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Technology Process of (-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

There total 4 articles about (-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate 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: 93.0%

: 75-77-4
chloro-trimethyl-silane

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

: 334757-37-8
(-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; methylbutane; cyclohexane; 1.) -78 deg C, 2 h, 2.) -78 deg C;
DOI:10.1002/anie.199727841

Reference yield:

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

: 334757-37-8
(-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

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: 90 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

Reference yield:

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

: 334757-37-8
(-)-(R)-S-1-Phenyl-1-trimethylsilylethyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-thiocarboxylate

Guidance literature:: Multi-step reaction with 3 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: 90 percent / diethyl ether; cyclohexane / -78 °C

With lithium aluminium tetrahydride; 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