ETHYL 1-CYCLOHEXYL-5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLATE

Base Information

• Chemical Name: ETHYL 1-CYCLOHEXYL-5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLATE
• CAS No.: 101782-20-1
• Molecular Formula: C18H23NO3
• Molecular Weight: 301.386
• Hs Code.: 2933990090
• Mol file: 101782-20-1.mol

Synonyms:Indole-3-carboxylicacid,1-cyclohexyl-5-hydroxy-2-methyl-,ethyl ester (6CI);Ethyl 1-cyclohexyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate;

Chemical Property of ETHYL 1-CYCLOHEXYL-5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLATE

Chemical Property:

• Vapor Pressure: 8.55E-10mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 478.9 °C at 760 mmHg
• Flash Point: 243.4 °C
• PSA: 51.46000
• Density: 1.22 g/cm³
• LogP: 4.33720

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl1-Cyclohexyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 1-Cyclohexyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate is used as a reactant in the preparation of compounds with antiviral activity.

Technology Process of ETHYL 1-CYCLOHEXYL-5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLATE

There total 5 articles about ETHYL 1-CYCLOHEXYL-5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLATE 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: 20.0%

ethyl 3-(cyclohexylamino)but-2-enoate (32402-63-4) → ethyl 1-cyclohexyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate (101782-20-1)

Guidance literature:

With p-benzoquinone; In acetic acid; at 20 ℃; for 24h;

Reference yield:

ethyl 3-(cyclohexylamino)but-2-enoate (32402-63-4) + p-benzoquinone (106-51-4) → ethyl 1-cyclohexyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate (101782-20-1)

Guidance literature:

With acetone;

Reference yield:

ethyl acetoacetate (141-97-9) + cyclohexylamine (108-91-8,157973-60-9) → ethyl 1-cyclohexyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate (101782-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trichloroisocyanuric acid / acetonitrile / 0.17 h / 20 °C / Cooling with ice

2: zinc(II) chloride / dichloromethane / Reflux

With trichloroisocyanuric acid; zinc(II) chloride; In dichloromethane; acetonitrile; 2: |Nenitzescu Synthesis;

DOI:10.3390/molecules25092059

upstream raw materials:

ethyl 3-(cyclohexylamino)but-2-enoate

p-benzoquinone

ethyl acetoacetate

cyclohexylamine

Downstream raw materials:

1-cyclohexyl-3-carbethoxy-5-methoxycarbonylmethoxy-2-methylindole

5-hydroxy-4-dimethylaminomethyl-2-methyl-1-cyclohexyl-3-(ethoxycarbonyl)indole

1-cyclohexyl-3-carbethoxy-2-methylindol-5-yloxyacetic acid hydrazide

Refernces

• 1、 -. "Indole ring-containing IDO inhibitor and preparation method thereof". Paragraph 0184; 0189-0191. . Retrieved 2019/01/20.