(4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Base Information

Chemical Name:(4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester
CAS No.:154306-92-0
Molecular Formula:C₂₀H₃₀N₂O₅
Molecular Weight:378.469
Hs Code.:

Synonyms:(4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

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Chemical Property of (4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

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Technology Process of (4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

There total 5 articles about (4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl 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: 80.0%

: 116-11-0
2-Methoxypropene

: 154306-91-9
methyl (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-3-(4-dimethylaminophenyl)propionate

: 154306-92-0
(4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In toluene; at 80 ℃;
DOI:10.1016/S0040-4039(00)61724-0

Reference yield:

: 154306-90-8
methyl (2R,3S)-2-hydroxy-3-[(S)-1-phenyl]ethylamino-3-(4-dimethylaminophenyl)propionate

: 154306-92-0
(4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen / palladium/C 3percent / methanol; acetic acid / 4 h / 65 °C / 17841.6 Torr

2: Na₂CO₃ / CH₂Cl₂ / 72 h / 20 °C

3: 80 percent / pyridinium paratoluenesulfonate / toluene / 80 °C

With hydrogen; pyridinium p-toluenesulfonate; sodium carbonate; palladium on activated charcoal; In methanol; dichloromethane; acetic acid; toluene;
DOI:10.1016/S0040-4039(00)61724-0

Reference yield:

: Acetic acid (2R,3S)-2-(4-dimethylamino-phenyl)-4-oxo-1-((S)-1-phenyl-ethyl)-azetidin-3-yl ester

: 154306-92-0
(4S,5R)-4-(4-Dimethylamino-phenyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester 5-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / potassium hydroxide 1M H₂O / tetrahydrofuran / 1 h / 0 °C

2: 89 percent / hydrogen chloride gas / 2.5 h / 40 °C

3: hydrogen / palladium/C 3percent / methanol; acetic acid / 4 h / 65 °C / 17841.6 Torr

4: Na₂CO₃ / CH₂Cl₂ / 72 h / 20 °C

5: 80 percent / pyridinium paratoluenesulfonate / toluene / 80 °C

With hydrogenchloride; potassium hydroxide; hydrogen; pyridinium p-toluenesulfonate; sodium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; toluene;
DOI:10.1016/S0040-4039(00)61724-0