(R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester

Base Information

• Chemical Name: (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester
• CAS No.: 188728-83-8
• Molecular Formula: C₃₉H₄₅N₃O₄
• Molecular Weight: 619.804
• Mol file: 188728-83-8.mol

Synonyms:

Chemical Property of (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester

There total 7 articles about (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic 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:

(2R)-2-bromo-4-methylpentanoic acid t-butyl ester (130464-88-9) → (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester (188728-83-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 49.6 percent / t-BuOK / dimethylformamide / 96 h / 0 - 5 °C

2: 61.5 percent / 95percent aq. CF₃COOH / Ambient temperature

3: HOBT, 4-aminopyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

4: 1.) ammonium formate, 2.) piperidine / 1.) 10percent Pd/C

5: NaHCO₃ / dimethylformamide / Ambient temperature

6: 1 h / 60 °C

With piperidine; 4-aminopyridine; potassium tert-butylate; ammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In N,N-dimethyl-formamide;

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

Reference yield:

benzyl 2<(benzyloxy)carbonyl>-3(R)-(hydroxycarbonyl)-5-methylhexanoate (155947-71-0) → (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester (188728-83-8)

Guidance literature:

Multi-step reaction with 4 steps

1: HOBT, 4-aminopyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

2: 1.) ammonium formate, 2.) piperidine / 1.) 10percent Pd/C

3: NaHCO₃ / dimethylformamide / Ambient temperature

4: 1 h / 60 °C

With piperidine; 4-aminopyridine; ammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In N,N-dimethyl-formamide;

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

Reference yield:

2-Benzyloxycarbonyl-3R-isobutyl-succinic acid 4-tert-butyl ester 1-benzyl ester (145660-99-7) → (R)-2-(3,4-Dihydro-1H-isoquinolin-2-ylmethyl)-5-methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-hexanoic acid benzyl ester (188728-83-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 61.5 percent / 95percent aq. CF₃COOH / Ambient temperature

2: HOBT, 4-aminopyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

3: 1.) ammonium formate, 2.) piperidine / 1.) 10percent Pd/C

4: NaHCO₃ / dimethylformamide / Ambient temperature

5: 1 h / 60 °C

With piperidine; 4-aminopyridine; ammonium formate; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; palladium on activated charcoal; In N,N-dimethyl-formamide;

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

upstream raw materials:

1,2,3,4-tetrahydroisoquinoline

(R)-5-Methyl-3-((S)-1-methylcarbamoyl-2-naphthalen-1-yl-ethylcarbamoyl)-2-methylene-hexanoic acid benzyl ester

benzyl bromide

(2R)-2-bromo-4-methylpentanoic acid t-butyl ester