5-[3-hydroxy-3-(4-hydroxyphenyl)propionylamino]pentanoic acid benzyl ester

Base Information

Chemical Name:5-[3-hydroxy-3-(4-hydroxyphenyl)propionylamino]pentanoic acid benzyl ester
CAS No.:405196-19-2
Molecular Formula:C₂₁H₂₅NO₅
Molecular Weight:371.433
Hs Code.:

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

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Chemical Property of 5-[3-hydroxy-3-(4-hydroxyphenyl)propionylamino]pentanoic acid benzyl ester

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Technology Process of 5-[3-hydroxy-3-(4-hydroxyphenyl)propionylamino]pentanoic acid benzyl ester

There total 5 articles about 5-[3-hydroxy-3-(4-hydroxyphenyl)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: 55.0%

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

: benzyl 5-amino-pentanoate chlorhydrate

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

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1016/S0968-0896(01)00231-0

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00231-0

Reference yield:

: 627-95-2
5-amino-valeric acid ; hydrochloride

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

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / 4-toluenesulfonic acid monohydrate / Heating

2: 55 percent / (3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 1-hydroxybenzotriazole monohydrate; diisopropylethylamine / dimethylformamide / 24 h / 20 °C

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