2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

Base Information

Chemical Name:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester
CAS No.:143746-21-8
Molecular Formula:C₂₉H₄₀N₂O₅
Molecular Weight:496.647
Hs Code.:

Synonyms:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

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Chemical Property of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

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Technology Process of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

There total 3 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl 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: 84.0%

: 124-38-9,18923-20-1
carbon dioxide

: 143746-14-9
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-4-methyl-pentyl ester

: 143746-21-8
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

Guidance literature:: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-4-methyl-pentyl ester; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; hexane; cyclohexane; at -78 ℃;

carbon dioxide; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃;
DOI:10.1055/s-1999-3575

Reference yield:

: 111060-53-8
(S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol

: 143746-21-8
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 1 h / Heating

1.2: 95 percent / tetrahydrofuran / 6 h / Heating

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

2.2: 84 percent / diethyl ether; cyclohexane; hexane / -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: Carboxylation;
DOI:10.1055/s-1999-3575

Reference yield:

: 111060-50-5
(S)-benzyl 2-(dibenzylamino)-4-methylpentanoate

: 143746-21-8
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiAlH₄ / tetrahydrofuran / Heating

2.1: NaH / tetrahydrofuran / 1 h / Heating

2.2: 95 percent / tetrahydrofuran / 6 h / Heating

3.1: s-BuLi; TMEDA / diethyl ether; cyclohexane; hexane / -78 °C

3.2: 84 percent / diethyl ether; cyclohexane; hexane / -78 - 20 °C

With lithium aluminium tetrahydride; N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether; hexane; cyclohexane; 1.1: Reduction / 2.1: Metallation / 2.2: Acylation / 3.1: Metallation / 3.2: Carboxylation;
DOI:10.1055/s-1999-3575