N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide

Base Information

• Chemical Name: N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide
• CAS No.: 1025810-04-1
• Molecular Formula: C₂₇H₃₇N₃O₄
• Molecular Weight: 467.608

Synonyms:N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide

Chemical Property of N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide

There total 6 articles about N⁴-benzyloxy-N¹-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-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:

(S)-2-amino-N,3,3-trimethylbutanamide (89226-12-0) → N4-benzyloxy-N1-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide (1025810-04-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 90 percent aq. TFA / 1 h

3: 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:

(4S)-4-benzyl-3-(5-phenylpentanoyl)-1,3-oxazolidin-2-one (161725-13-9) → N4-benzyloxy-N1-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide (1025810-04-1)

Guidance literature:

Multi-step reaction with 5 steps

1: LDA / tetrahydrofuran; hexane / -78 - 20 °C

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

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

4: 90 percent aq. TFA / 1 h

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

With lithium hydroxide; 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

Reference yield:

(2R)-2-[2-(tert-butoxy)-2-oxoethyl]-5-phenylpentanoic acid (156109-64-7) → N4-benzyloxy-N1-(2,2-dimethyl-1-methylcarbamoyl-propyl)-2-(3-phenyl-propyl)-succinamide (1025810-04-1)

Guidance literature:

Multi-step reaction with 3 steps

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

2: 90 percent aq. TFA / 1 h

3: 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

upstream raw materials:

(S)-2-amino-N,3,3-trimethylbutanamide

(4S)-4-benzyl-3-(5-phenylpentanoyl)-1,3-oxazolidin-2-one

(2R)-2-[2-(tert-butoxy)-2-oxoethyl]-5-phenylpentanoic acid

(R)-3-((S)-2,2-Dimethyl-1-methylcarbamoyl-propylcarbamoyl)-6-phenyl-hexanoic acid tert-butyl ester

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