(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

Base Information

Chemical Name:(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid
CAS No.:188729-04-6
Molecular Formula:C₂₁H₂₄N₂O₄
Molecular Weight:368.433
Hs Code.:

Synonyms:(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

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Chemical Property of (R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

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Technology Process of (R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

There total 6 articles about (R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic 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: 79.6%

: 188729-03-5
(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid tert-butyl ester

: 188729-04-6
(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

Guidance literature:: With trifluoroacetic acid; for 1h;
DOI:10.1021/jm970404a

Reference yield:

: 129213-83-8
(S)-2-amino-N-methyl-2-phenylacetamide

: 188729-04-6
(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 91.8 percent / HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

2: 79.6 percent / 90 percent aq. TFA / 1 h

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm970404a

Reference yield:

: 18496-54-3
phenylbutyric acid chloride

: 188729-04-6
(R)-3-[((S)-Methylcarbamoyl-phenyl-methyl)-carbamoyl]-5-phenyl-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 25 min, 2.) THF, hexane, from -78 deg C to RT

2: 59 percent / LDA / tetrahydrofuran; hexane / -78 - 20 °C

3: 1.) aq. H₂O₂, LiOH, 2.) NaNO₂ / 1.) THF, RT, 1.5 h, 2.) THF, 30 min

4: 91.8 percent / HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / Ambient temperature

5: 79.6 percent / 90 percent aq. TFA / 1 h

With lithium hydroxide; n-butyllithium; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; lithium diisopropyl amide; sodium nitrite; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm970404a