4-cyclohexyl-2-hydroxy-3-((2-((2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl)amino)pentanoyl)amino)butyric acid isopropyl ester

Base Information

• Chemical Name: 4-cyclohexyl-2-hydroxy-3-((2-((2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl)amino)pentanoyl)amino)butyric acid isopropyl ester
• CAS No.: 139238-61-2
• Molecular Formula: C₃₅H₄₇N₃O₆
• Molecular Weight: 605.775
• Mol file: 139238-61-2.mol

Synonyms:4-cyclohexyl-2-hydroxy-3-((2-((2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl)amino)pentanoyl)amino)butyric acid isopropyl ester

Chemical Property of 4-cyclohexyl-2-hydroxy-3-((2-((2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl)amino)pentanoyl)amino)butyric acid isopropyl ester

Chemical Property:

• Vapor Pressure: 1.4E-30mmHg at 25°C
• Boiling Point: 848°Cat760mmHg
• Flash Point: 466.7°C
• PSA: 132.02000
• Density: 1.178g/cm³
• LogP: 5.92480

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-cyclohexyl-2-hydroxy-3-((2-((2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl)amino)pentanoyl)amino)butyric acid isopropyl ester

There total 3 articles about 4-cyclohexyl-2-hydroxy-3-((2-((2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl)amino)pentanoyl)amino)butyric acid isopropyl 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:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ether (137282-00-9,139238-61-2,139238-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) NaCNBH₃ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

2: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol;

DOI:10.1021/jm00083a005

Reference yield:

methyl o-formylbenzoate (4122-56-9) → (3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ether (137282-00-9,139238-61-2,139238-64-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) NaCNBH₃ / 1.) MeOH, 5 min, 2.) MeOH, reflux, overnight

2: 1.) 1-hydroxybenzotriazole (HOBt), 2.) 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide metho-p-toluenesulfonate (CMC) / 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight

With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; sodium cyanoborohydride; benzotriazol-1-ol;

DOI:10.1021/jm00083a005

Reference yield:

(S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionic acid (105776-76-9) + (S)-3-((S)-2-Amino-pentanoylamino)-4-cyclohexyl-2-hydroxy-butyric acid isopropyl ester; compound with trifluoro-acetic acid (137282-25-8) → (3S)-4-cyclohexyl-2-hydroxy-3-<<(2S)-2<<(2S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionyl>amino>pentanoyl>amino>butyric acid isopropyl ether (137282-00-9,139238-61-2,139238-64-5)

Guidance literature:

With N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; benzotriazol-1-ol; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 10 min, 2.) CH₂Cl₂, RT, overnight;

DOI:10.1021/jm00083a005

upstream raw materials:

(S)-2-(1-oxo-1,3-dihydroisoindol-2-yl)-3-phenylpropionic acid

(S)-3-((S)-2-Amino-pentanoylamino)-4-cyclohexyl-2-hydroxy-butyric acid isopropyl ester; compound with trifluoro-acetic acid

L-phenylalanine

methyl o-formylbenzoate

Refernces