[1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid

Base Information

• Chemical Name: [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid
• CAS No.: 159884-50-1
• Molecular Formula: C₂₄H₂₉N₃O₆
• Molecular Weight: 455.511
• Mol file: 159884-50-1.mol

Synonyms:[1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid

Chemical Property of [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid

There total 13 articles about [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid 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:

1-(2,2-diethoxyethyl)-1H-indole-2,3-dione 3-(O-methyloxime) (159884-54-5) → [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (159884-50-1)

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: 9.7 g / KOH / ethanol; H₂O / 1.5 h / Heating

With potassium hydroxide; hydrogen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; acetonitrile;

DOI:10.1021/jo061541v

Reference yield:

1H-indole-2,3-dione 3-(O-methyloxime) (107976-78-3) → [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (159884-50-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 127 g / potassium tert-butoxide / N,N-dimethyl-acetamide / 4 h / 110 °C

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

2.2: 109 g / acetonitrile / 1 h / 20 °C

3.1: 83 percent / LiHMDS / tetrahydrofuran / 5 h / 0 °C

4.1: 9.7 g / KOH / ethanol; H₂O / 1.5 h / Heating

With potassium hydroxide; potassium tert-butylate; hydrogen; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethanol; N,N-dimethyl acetamide; water; acetonitrile;

DOI:10.1021/jo061541v

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → [1-(2,2-diethoxy-ethyl)-2-oxo-3-(3-p-tolyl-ureido)-2,3-dihydro-1H-indol-3-yl]-acetic acid (159884-50-1)

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: 9.7 g / KOH / ethanol; H₂O / 1.5 h / Heating

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

indole-2,3-dione

Downstream raw materials:

AG 041R