(S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

Base Information

Chemical Name:(S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid
CAS No.:207286-95-1
Molecular Formula:C₃₅H₃₇N₂O₇P
Molecular Weight:628.662
Hs Code.:

Synonyms:(S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

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Chemical Property of (S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

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Technology Process of (S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

There total 7 articles about (S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid 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:

: (S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid methyl ester

: 207286-95-1
(S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

Guidance literature:: With lithium hydroxide; In ethanol; at 20 ℃; for 8h;
DOI:10.1021/jm990483l

Reference yield:

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 207286-95-1
(S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N; BOP / dimethylformamide / 0.5 h / 20 °C

2: 1 M aq. LiOH / ethanol / 8 h / 20 °C

With lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In ethanol; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis;
DOI:10.1021/jm990483l

Reference yield:

: 108327-37-3
[1-[[(phenylmethoxy)carbonyl]amino]ethyl]phosphinic acid

: 207286-95-1
(S)-2-{3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-biphenyl-4-ylmethyl-propionylamino}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / N,O-bistrimethylsilylacetamide

2: 85 percent / Pd(PPh₃)4; 2 M aq. Na₂CO₃ / toluene / 10 h / 80 °C

3: 88.2 percent / 1 M aq. NaOH / ethanol / 20 °C

4: Et₃N; BOP / dimethylformamide / 0.5 h / 20 °C

5: 1 M aq. LiOH / ethanol / 8 h / 20 °C

With lithium hydroxide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,O-bis-(trimethylsilyl)-acetamide; sodium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In ethanol; N,N-dimethyl-formamide; toluene; 1: Addition / 2: Phenylation / 3: Hydrolysis / 4: Acylation / 5: Hydrolysis;
DOI:10.1021/jm990483l