dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

Base Information

Chemical Name:dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate
CAS No.:294842-97-0
Molecular Formula:C₁₅H₂₄NO₆P
Molecular Weight:345.332
Hs Code.:

Synonyms:dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

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Chemical Property of dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

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Technology Process of dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

There total 3 articles about dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate 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: 94.0%

: 294842-91-4
(S)-Methoxy-phenyl-acetic acid (1R,2R)-2-tert-butoxycarbonylamino-1-(dimethoxy-phosphoryl)-2-phenyl-ethyl ester

: 294842-97-0
dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/S0957-4166(00)00203-2

Reference yield:

: 140196-38-9
1,1-dimethyl (2-oxo-1-phenylethyl)carbamate

: 294842-97-0
dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: 51 percent / Et₃N / 24 h / 20 °C

2: 39 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 94 percent / 25 percent aq. NH₄OH / tetrahydrofuran / 2 h / 20 °C

With dmap; ammonium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 1: Addition / 2: Esterification / 3: deesterification;
DOI:10.1016/S0957-4166(00)00203-2

Reference yield:

: dimethyl (1S*,2S*)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

: 294842-97-0
dimethyl (1R,2R)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1: 39 percent / DCC; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 94 percent / 25 percent aq. NH₄OH / tetrahydrofuran / 2 h / 20 °C

With dmap; ammonium hydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 1: Esterification / 2: deesterification;
DOI:10.1016/S0957-4166(00)00203-2