methyl (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-3-(4-dimethylaminophenyl)propionate

Base Information

Chemical Name:methyl (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-3-(4-dimethylaminophenyl)propionate
CAS No.:154306-91-9
Molecular Formula:C₁₇H₂₆N₂O₅
Molecular Weight:338.404
Hs Code.:

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

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Chemical Property of methyl (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-3-(4-dimethylaminophenyl)propionate

Chemical Property:

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Technology Process of methyl (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-3-(4-dimethylaminophenyl)propionate

There total 4 articles about methyl (2R,3S)-3-tert-butoxycarbonylamino-2-hydroxy-3-(4-dimethylaminophenyl)propionate 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:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: Na₂CO₃ / CH₂Cl₂ / 72 h / 20 °C

With hydrogen; sodium carbonate; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 154306-89-5
(3R,4S)-3-hydroxy-4-(4-dimethylaminophenyl)-1-[(S)-1-phenyl]ethyl-2-azetidinone

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

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / hydrogen chloride gas / 2.5 h / 40 °C

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

3: Na₂CO₃ / CH₂Cl₂ / 72 h / 20 °C

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