N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

Base Information

Chemical Name:N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide
CAS No.:205526-94-9
Molecular Formula:C₂₈H₃₁N₃O₄
Molecular Weight:473.572
Hs Code.:

<i>N</i><sup>4</sup>-benzyloxy-<i>N</i><sup>1</sup>-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

Synonyms:N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

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Technology Process of N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

There total 7 articles about N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide 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: 85.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

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

: 205526-94-9
N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1021/jm970404a

Reference yield:

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

: 205526-94-9
N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

Guidance literature:: Multi-step reaction with 3 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

3: 85 percent / HOBT*H₂₀, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / Ambient temperature

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

Reference yield:

: 18496-54-3
phenylbutyric acid chloride

: 205526-94-9
N⁴-benzyloxy-N¹-(methylcarbamoyl-phenyl-methyl)-2-phenethyl-succinamide

Guidance literature:: Multi-step reaction with 6 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

6: 85 percent / HOBT*H₂₀, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, Et₃N / dimethylformamide / Ambient temperature

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