[(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 913191-67-0
• Molecular Formula: C₃₀H₃₇N₃O₅
• Molecular Weight: 519.641
• Mol file: 913191-67-0.mol

Synonyms:[(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester

There total 6 articles about [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-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: 78.0%

[(R)-1-(2,2-diethoxyethyl)-2-oxo-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]acetic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester (159883-92-8) → [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (913191-67-0)

Guidance literature:

With hydrogenchloride; In water; acetone; for 14h; Heating;

DOI:10.1021/jo061541v

Reference yield:

1-(2,2-diethoxyethyl)-1H-indole-2,3-dione 3-(O-methyloxime) (159884-54-5) → [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (913191-67-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / palladium on carbon / acetonitrile / 6 h / 20 °C / atmospheric pressure

1.2: 109 g / acetonitrile / 1 h / 20 °C

2.1: 83 percent / LiHMDS / tetrahydrofuran / 5 h / 0 °C

3.1: 78 percent / HCl / acetone; H₂O / 14 h / Heating

With hydrogenchloride; hydrogen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; water; acetone; acetonitrile;

DOI:10.1021/jo061541v

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → [(R)-2-oxo-1-(2-oxo-ethyl)-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester (913191-67-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 100 percent / dipotassium hydrogen phosphate / methanol / 2 h / 20 °C

2.1: 127 g / potassium tert-butoxide / N,N-dimethyl-acetamide / 4 h / 110 °C

3.1: hydrogen / palladium on carbon / acetonitrile / 6 h / 20 °C / atmospheric pressure

3.2: 109 g / acetonitrile / 1 h / 20 °C

4.1: 83 percent / LiHMDS / tetrahydrofuran / 5 h / 0 °C

5.1: 78 percent / HCl / acetone; H₂O / 14 h / Heating

With hydrogenchloride; dipotassium hydrogenphosphate; potassium tert-butylate; hydrogen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl acetamide; water; acetone; acetonitrile;

DOI:10.1021/jo061541v

upstream raw materials:

[(R)-1-(2,2-diethoxyethyl)-2-oxo-3-(3-p-tolylureido)-2,3-dihydro-1H-indol-3-yl]acetic acid (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl ester

1-(2,2-diethoxyethyl)-1H-indole-2,3-dione 3-(O-methyloxime)

N-[1-(2,2-diethoxyethyl)-2,3-dihydro-2-oxo-1H-indol-3-yl]-N'-(4-methylphenyl)urea

(1R,2S,5R)-menthol bromoacetate