5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

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Chemical Name:5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester
CAS No.:405196-20-5
Molecular Formula:C₃₁H₃₆NO₈P
Molecular Weight:581.602
Hs Code.:

Synonyms:5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

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Chemical Property of 5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

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Technology Process of 5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

There total 7 articles about 5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester 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: 50.0%

: 1066-50-8
Ethylphosphonic dichloride

: 121-71-1
3-Hydroxyacetophenone

: 405196-19-2
5-[3-hydroxy-3-(4-hydroxyphenyl)propionylamino]pentanoic acid benzyl ester

: 405196-20-5
5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1016/S0968-0896(01)00231-0

Reference yield:

: 1012-12-0
4-(trimethylsiloxy)benzaldehyde

: 405196-20-5
5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: TFA / acetonitrile; methanol / 12 h / 20 °C

2.2: 5.06 g / hydrogen / Pd/C / ethanol / 3 h / 760 Torr

3.1: 55 percent / (3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole monohydrate; diisopropylethylamine / dimethylformamide / 24 h / 20 °C

4.1: 50 percent / diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

With n-butyllithium; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00231-0

Reference yield:

: 69098-04-0,76833-34-6
3-hydroxy-3-(4-hydroxyphenyl)propionic acid

: 405196-20-5
5-(3-{4-[(3-acetyl-phenoxy)-ethyl-phosphinoyloxy]-phenyl}-3-hydroxy-propionylamino)-pentanoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 55 percent / (3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole monohydrate; diisopropylethylamine / dimethylformamide / 24 h / 20 °C

2: 50 percent / diisopropylethylamine / CH₂Cl₂ / 3 h / 20 °C

With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00231-0