[(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester

Base Information

• Chemical Name: [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester
• CAS No.: 146566-57-6
• Molecular Formula: C₂₉H₃₈N₄O₃
• Molecular Weight: 490.646
• Mol file: 146566-57-6.mol

Synonyms:[(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester

Chemical Property of [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester

There total 5 articles about [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl 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: 100.0%

[(R)-1-((S)-1-Azidomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester (146566-56-5) → [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester (146566-57-6)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; at 30 ℃; for 2h; under 2585.7 Torr;

DOI:10.1021/jm00057a005

Reference yield:

(1R,2R)-(-)-trans-2-methylcyclohexanol (19043-03-9) → [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester (146566-57-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) pyridine, 2.) Et₃N / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) THF, RT, 3 h

2: 97 percent / aq. LiOH / dioxane / 36 h / Ambient temperature

3: 1.) pentafluorophenyl, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 4 h, 2.) EtOAc, RT, 18 h

4: 100 percent / 1percent ethanolic AcOH, H₂ / 10percent Pd/C / 2 h / 30 °C / 2585.7 Torr

With pyridine; lithium hydroxide; Pentafluorobenzene; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane;

DOI:10.1021/jm00057a005

Reference yield:

α-methyl-(R)-tryptophan methyl ester (96551-27-8) → [(R)-1-((S)-1-Aminomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester (146566-57-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) pyridine, 2.) Et₃N / 1.) CH₂Cl₂, 0 deg C, 1 h, 2.) THF, RT, 3 h

2: 97 percent / aq. LiOH / dioxane / 36 h / Ambient temperature

3: 1.) pentafluorophenyl, N,N'-dicyclohexylcarbodiimide / 1.) EtOAc, 0 deg C, 4 h, 2.) EtOAc, RT, 18 h

4: 100 percent / 1percent ethanolic AcOH, H₂ / 10percent Pd/C / 2 h / 30 °C / 2585.7 Torr

With pyridine; lithium hydroxide; Pentafluorobenzene; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In 1,4-dioxane;

DOI:10.1021/jm00057a005

upstream raw materials:

[(R)-1-((S)-1-Azidomethyl-2-phenyl-ethylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid (1R,2R)-2-methyl-cyclohexyl ester

(1R,2R)-(-)-trans-2-methylcyclohexanol

α-methyl-(R)-tryptophan methyl ester

(1R-trans)-α-methyl-N-<<(2-methylcyclohexyl)oxy>carbonyl>-(R)-tryptophan

Downstream raw materials:

butanoic acid, (1R-{1α[RS(SR)],2β})-4-[(2-{[3-(1H-indol-3-yl)-2-methyl-2-({[(2-methylcyclohexyl)oxy]carbonyl}amino)-1-oxopropyl]amino}-3-phenylpropyl)amino]-4-oxo

2-butenoic acid, (1R-{1α[RS(SR(E))],2β})-4-[(2-{[3-(1H-indol-3-yl)-2-methyl-2-({[(2-methylcyclohexyl)oxy]carbonyl}amino)-1-oxopropyl]amino}-3-phenylpropyl)amino]-4-oxo-

(E)-3-{(S)-2-[(R)-3-(1H-Indol-3-yl)-2-methyl-2-((1R,2R)-2-methyl-cyclohexyloxycarbonylamino)-propionylamino]-3-phenyl-propylcarbamoyl}-acrylic acid methyl ester