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-

Base Information

• Chemical Name: 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-
• CAS No.: 134557-65-6
• Molecular Formula: C₃₃H₄₀N₄O₆
• Molecular Weight: 588.704
• Mol file: 134557-65-6.mol

Synonyms: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-

Chemical Property of 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-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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-

There total 7 articles about 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- 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: 73.0%

(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 (146566-58-7) → 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- (134557-65-6)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; for 16h;

DOI:10.1021/jm00057a005

Reference yield:

(1R,2R)-(-)-trans-2-methylcyclohexanol (19043-03-9) → 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- (134557-65-6)

Guidance literature:

Multi-step reaction with 6 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

5: 82 percent / ethyl acetate / 16 h / Ambient temperature

6: 73 percent / aq. LiOH / tetrahydrofuran / 16 h

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

DOI:10.1021/jm00057a005

Reference yield:

α-methyl-(R)-tryptophan methyl ester (96551-27-8) → 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- (134557-65-6)

Guidance literature:

Multi-step reaction with 6 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

5: 82 percent / ethyl acetate / 16 h / Ambient temperature

6: 73 percent / aq. LiOH / tetrahydrofuran / 16 h

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

DOI:10.1021/jm00057a005

upstream raw materials:

(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

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

α-methyl-(R)-tryptophan methyl ester

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