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

Base Information

• Chemical Name: dimethyl (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate
• CAS No.: 294842-98-1
• Molecular Formula: C₁₅H₂₄NO₆P
• Molecular Weight: 345.332

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

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

Chemical Property:

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

There total 15 articles about dimethyl (1S,2S)-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: 92.0%

(S)-Methoxy-phenyl-acetic acid (1S,2S)-2-tert-butoxycarbonylamino-1-(dimethoxy-phosphoryl)-2-phenyl-ethyl ester (294842-92-5) → dimethyl (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate (294842-98-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(00)00203-2

Reference yield: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + ((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid dimethyl ester (421551-18-0) → dimethyl (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate (294842-98-1)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol;

DOI:10.1016/S0957-4166(01)00526-2

Reference yield: 64.0%

(1S,2S)-2-(N-Boc-amino)-1-(dimethoxyphosphoryl)-2-phenylethyl benzoate (294843-00-8) → dimethyl (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-hydroxy-2-phenylethylphosphonate (294842-98-1)

Guidance literature:

With potassium cyanide; In methanol; at 25 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01434

upstream raw materials:

(S)-Methoxy-phenyl-acetic acid (1S,2S)-2-tert-butoxycarbonylamino-1-(dimethoxy-phosphoryl)-2-phenyl-ethyl ester

di-tert-butyl dicarbonate

((1S,2S)-2-Dibenzylamino-1-hydroxy-2-phenyl-ethyl)-phosphonic acid dimethyl ester

(1S,2S)-2-(N-Boc-amino)-1-(dimethoxyphosphoryl)-2-phenylethyl benzoate

Downstream raw materials:

(1S,2S)-2-(N-Boc-amino)-1-(dimethoxyphosphoryl)-2-phenylethyl benzoate

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