Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

Base Information

Chemical Name:Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate
CAS No.:334757-20-9
Molecular Formula:C₁₈H₂₅NO₄S
Molecular Weight:351.467
Hs Code.:

Synonyms:Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

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Technology Process of Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

There total 6 articles about Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate 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: 98.0%

: 79-22-1
methyl chloroformate

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

: 334757-20-9
Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

Guidance literature:: With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; methylbutane; cyclohexane; 1.) -78 deg C, 1 h; -2-0 deg C, 10 min, 2.) -78 deg C;
DOI:10.1002/anie.199727841

Reference yield:

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

: 334757-20-9
Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

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: 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

: 334757-20-9
Methyl (-)-(R)-2-phenyl-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-thio)propionate

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: 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