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

Base Information

• Chemical Name: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-4-methyl-pentyl ester
• CAS No.: 143746-14-9
• Molecular Formula: C₂₈H₄₀N₂O₃
• Molecular Weight: 452.637
• Mol file: 143746-14-9.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-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: 95.0%

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride (146176-60-5) + (S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol (111060-53-8) → 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-4-methyl-pentyl ester (143746-14-9)

Guidance literature:

(S)-2-(N,N-dibenzylamino)-4-methylpentan-1-ol; With sodium hydride; In tetrahydrofuran; for 1h; Heating;

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride; In tetrahydrofuran; for 6h; Heating;

DOI:10.1055/s-1999-3575

Reference yield:

(S)-benzyl 2-(dibenzylamino)-4-methylpentanoate (111060-50-5) → 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-4-methyl-pentyl ester (143746-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiAlH₄ / tetrahydrofuran / Heating

2.1: NaH / tetrahydrofuran / 1 h / Heating

2.2: 95 percent / tetrahydrofuran / 6 h / Heating

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran; 1.1: Reduction / 2.1: Metallation / 2.2: Acylation;

DOI:10.1055/s-1999-3575

Reference yield: 84.0%

carbon dioxide (124-38-9,18923-20-1) + 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-2-dibenzylamino-4-methyl-pentyl ester (143746-14-9) → 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2S)-1-carboxy-2-dibenzylamino-4-methyl-pentyl ester (143746-21-8)

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

upstream raw materials:

2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyl chloride

(S)-2-(N,N-dibenzylamino)-4-methyl-1-pentanol

(S)-benzyl 2-(dibenzylamino)-4-methylpentanoate

Downstream raw materials:

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

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

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

2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,3S)-3-dibenzylamino-1-((S)-1-dibenzylamino-3-methyl-butyl)-5-methyl-2-oxo-hexyl ester