2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

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Chemical Name:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester
CAS No.:143746-26-3
Molecular Formula:C₂₃H₃₆N₂O₄
Molecular Weight:404.55
Hs Code.:

Synonyms:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

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Chemical Property of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

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Technology Process of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

There total 3 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl 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: 33.0%

: 143746-15-0
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-benzyl-pyrrolidin-2-ylmethyl ester

: 67-64-1
acetone

: 143746-26-3
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

Guidance literature:: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-benzyl-pyrrolidin-2-ylmethyl ester; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃; for 3h;

acetone; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃; for 12h;
DOI:10.1055/s-1999-3612

Reference yield:

: 53912-80-4
(S)-N-benzylprolinol

: 143746-26-3
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.5 h / Heating

1.2: 82 percent / tetrahydrofuran / 2 h / Heating

2.1: s-BuLi; TMEDA / diethyl ether; cyclohexane; hexane / 3 h / -78 °C

2.2: 33 percent / diethyl ether; cyclohexane; hexane / 12 h / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; cyclohexane; 1.1: Metallation / 1.2: Acylation / 2.1: Metallation / 2.2: Addition;
DOI:10.1055/s-1999-3612

Reference yield:

: 146176-60-5
2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride

: 143746-26-3
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-1-((S)-1-benzyl-pyrrolidin-2-yl)-2-hydroxy-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.5 h / Heating

1.2: 82 percent / tetrahydrofuran / 2 h / Heating

2.1: s-BuLi; TMEDA / diethyl ether; cyclohexane; hexane / 3 h / -78 °C

2.2: 33 percent / diethyl ether; cyclohexane; hexane / 12 h / -78 - 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; cyclohexane; 1.1: Metallation / 1.2: Acylation / 2.1: Metallation / 2.2: Addition;
DOI:10.1055/s-1999-3612