2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

Base Information

Chemical Name:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester
CAS No.:249922-84-7
Molecular Formula:C₃₃H₄₀N₂O₄
Molecular Weight:528.692
Hs Code.:

Synonyms:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

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Chemical Property of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

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Technology Process of 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

There total 4 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl 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: 64.0%

: 98-88-4
benzoyl chloride

: 247576-09-6
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (R)-2-dibenzylamino-butyl ester

: 249922-84-7
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

Guidance literature:: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (R)-2-dibenzylamino-butyl ester; With sec.-butyllithium; (-)-sparteine; In diethyl ether; hexane; cyclohexane; at -78 ℃;

benzoyl chloride; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃; for 12h;
DOI:10.1055/s-1999-3575

Reference yield:

: 98-88-4
benzoyl chloride

: 247576-09-6
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (R)-2-dibenzylamino-butyl ester

: 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,2R)-1-benzoyl-2-dibenzylamino-butyl ester

: 249922-84-7
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

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

benzoyl chloride; In diethyl ether; hexane; cyclohexane; at -78 - 20 ℃; for 12h; Title compound not separated from byproducts;
DOI:10.1055/s-1999-3575

Reference yield:

: 100-39-0
benzyl bromide

: 249922-84-7
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1R,2R)-1-benzoyl-2-dibenzylamino-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: K₂CO₃; NaOH / aq. methanol / 0.5 h / Heating

1.2: 98 percent / aq. methanol / 6 h / Heating

2.1: NaH / tetrahydrofuran / 1 h / Heating

2.2: 79 percent / tetrahydrofuran / 6 h / Heating

3.1: s-BuLi; (-)-sparteine / diethyl ether; cyclohexane; hexane / -78 °C

3.2: 64 percent / diethyl ether; cyclohexane; hexane / 12 h / -78 - 20 °C

With sodium hydroxide; sec.-butyllithium; sodium hydride; potassium carbonate; (-)-sparteine; In tetrahydrofuran; methanol; diethyl ether; hexane; cyclohexane; 1.1: Metallation / 1.2: Alkylation / 2.1: Metallation / 2.2: Acylation / 3.1: Metallation / 3.2: Acylation;
DOI:10.1055/s-1999-3575