(S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

Base Information

Chemical Name:(S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid
CAS No.:268225-26-9
Molecular Formula:C₂₆H₃₅N₂O₇P
Molecular Weight:518.547
Hs Code.:

Synonyms:(S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

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Chemical Property of (S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

Chemical Property:

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Technology Process of (S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

There total 6 articles about (S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-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-(4-isopropyl-benzyl)-propionylamino]-propionic acid methyl ester

: 268225-26-9
(S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

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

Reference yield:

: 73789-86-3
4-i-propylbenzyl bromide

: 268225-26-9
(S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 0.25 h / -10 °C

1.2: dimethylformamide / 16 h / 20 °C

2.1: 34 percent / K₂CO₃ / 3 h / 100 °C

3.1: 77 percent / N,O-bistrimethylsilylacetamide

4.1: 96 percent / 1 M aq. NaOH / ethanol / 20 °C

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

6.1: 1 M aq. LiOH / ethanol / 8 h / 20 °C

With lithium hydroxide; sodium hydroxide; N,O-bis-(trimethylsilyl)-acetamide; sodium hydride; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; In ethanol; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Wittig reaction / 3.1: Addition / 4.1: Hydrolysis / 5.1: Acylation / 6.1: Hydrolysis;
DOI:10.1021/jm990483l

Reference yield:

: 2-(4-isopropyl-benzyl)-acrylic acid ethyl ester

: 268225-26-9
(S)-2-[3-[(1-Benzyloxycarbonylamino-ethyl)-hydroxy-phosphinoyl]-2-(4-isopropyl-benzyl)-propionylamino]-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / N,O-bistrimethylsilylacetamide

2: 96 percent / 1 M aq. NaOH / ethanol / 20 °C

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

4: 1 M aq. LiOH / ethanol / 8 h / 20 °C

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