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

Base Information

Chemical Name:2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,3S)-3-dibenzylamino-1-methyl-4-trityloxy-butyl ester
CAS No.:214833-03-1
Molecular Formula:C₄₆H₅₂N₂O₄
Molecular Weight:696.93
Hs Code.:

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

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

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

There total 5 articles about 2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,3S)-3-dibenzylamino-1-methyl-4-trityloxy-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: 91.0%

: 214832-84-5
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (S)-3-dibenzylamino-4-trityloxy-butyl ester

: 74-88-4
methyl iodide

: 214833-03-1
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,3S)-3-dibenzylamino-1-methyl-4-trityloxy-butyl ester

Guidance literature:: With sec.-butyllithium; (-)-sparteine; In diethyl ether; hexane; cyclohexane; 1.) -78 deg C, 5 h, 2.) -78 deg C to r.t., 3 h;
DOI:10.1055/s-1998-6100

Reference yield:

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

: 214833-03-1
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,3S)-3-dibenzylamino-1-methyl-4-trityloxy-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / NaH / tetrahydrofuran / 1.) r.t., 3 h, 2.) 65 deg C, 16 h

2: 91 percent / s-BuLi, (-)-sparteine / diethyl ether; cyclohexane; hexane / 1.) -78 deg C, 5 h, 2.) -78 deg C to r.t., 3 h

With sec.-butyllithium; sodium hydride; (-)-sparteine; In tetrahydrofuran; diethyl ether; hexane; cyclohexane;
DOI:10.1055/s-1998-6100

Reference yield:

: 137428-32-1
(2S)-2-[bis(phenylmethyl)amino]-1,4-butanediol

: 214833-03-1
2,2,4,4-Tetramethyl-oxazolidine-3-carboxylic acid (1S,3S)-3-dibenzylamino-1-methyl-4-trityloxy-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 55 percent / Et₃N, DMAP / CH₂Cl₂ / 8 h / 40 °C

2: 91 percent / Et₃N, DMAP / CH₂Cl₂ / 14 h / Ambient temperature

3: 82 percent / TBAF / tetrahydrofuran; diethyl ether / 14 h / Ambient temperature

4: 92 percent / NaH / tetrahydrofuran / 1.) r.t., 3 h, 2.) 65 deg C, 16 h

5: 91 percent / s-BuLi, (-)-sparteine / diethyl ether; cyclohexane; hexane / 1.) -78 deg C, 5 h, 2.) -78 deg C to r.t., 3 h

With dmap; tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; triethylamine; (-)-sparteine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane;
DOI:10.1055/s-1998-6100