(R)-N⁴-Benzyloxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide

Base Information

• Chemical Name: (R)-N⁴-Benzyloxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide
• CAS No.: 190908-93-1
• Molecular Formula: C₂₉H₃₅N₃O₄
• Molecular Weight: 489.615

Synonyms:(R)-N⁴-Benzyloxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide

Chemical Property of (R)-N⁴-Benzyloxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide

Chemical Property:

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Technology Process of (R)-N⁴-Benzyloxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide

There total 3 articles about (R)-N⁴-Benzyloxy-2-isobutyl-N¹-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-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:

N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine (56583-58-5,76985-10-9,58438-04-3) → (R)-N4-Benzyloxy-2-isobutyl-N1-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide (190908-93-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) ethyl chloroformate, Et₃N / 1.) THF, 5 deg C, 2.) THF, MeOH, 3 h

2: 95percent aq. CF₃COOH / 0.5 h / Ambient temperature

3: (1-(3-dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

With chloroformic acid ethyl ester; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

(1-(S)-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-carbamic acid tert-butyl ester (190908-91-9) → (R)-N4-Benzyloxy-2-isobutyl-N1-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide (190908-93-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95percent aq. CF₃COOH / 0.5 h / Ambient temperature

2: (1-(3-dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

(S)-2-amino-N-methyl-3-(naphthalen-2-yl)propanamide (142880-44-2) + 4--2(R)-isobutylsuccinic acid → (R)-N4-Benzyloxy-2-isobutyl-N1-((S)-1-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-succinamide (190908-93-1)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0968-0896(97)00028-X

upstream raw materials:

(S)-2-amino-N-methyl-3-(naphthalen-2-yl)propanamide

N-tert-butoxycarbonyl-3-(2-naphthyl)-L-alanine

(1-(S)-methylcarbamoyl-2-naphthalen-2-yl-ethyl)-carbamic acid tert-butyl ester

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