3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester

Base Information

• Chemical Name: 3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester
• CAS No.: 115692-33-6
• Molecular Formula: C₁₉H₂₄N₂O₃
• Molecular Weight: 328.411

Synonyms:3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester

Chemical Property of 3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester

Chemical Property:

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Technology Process of 3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester

There total 2 articles about 3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl 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: 99.0%

2-cyclohexyl-1H-indole (13141-48-5) + ethyl (2Z)-3-bromo-2-(hydroxyimino)propanoate (127033-04-9) → 3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester (115692-33-6)

Guidance literature:

With sodium carbonate; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1055/s-1988-27471

Reference yield:

o-(cyclohexylcarboxamido)benzyltriphenylphosphonium chloride (115692-55-2) → 3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester (115692-33-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / t-BuOK / toluene / 0.5 h / Heating

2: 99 percent / Na₂CO₃ / CH₂Cl₂ / 16 h / Ambient temperature

With potassium tert-butylate; sodium carbonate; In dichloromethane; toluene;

DOI:10.1055/s-1988-27471

Reference yield:

3-(2-Cyclohexyl-1H-indol-3-yl)-2-[(Z)-hydroxyimino]-propionic acid ethyl ester (115692-33-6) → 2-Amino-3-(2-cyclohexyl-1H-indol-3-yl)-propionic acid ethyl ester; hydrochloride (115692-37-0)

Guidance literature:

With hydrogenchloride; zinc; Multistep reaction; 1.) AcOH, room temp., overnight;

DOI:10.1055/s-1988-27471

upstream raw materials:

2-cyclohexyl-1H-indole

ethyl (2Z)-3-bromo-2-(hydroxyimino)propanoate

o-(cyclohexylcarboxamido)benzyltriphenylphosphonium chloride

Downstream raw materials:

2-Amino-3-(2-cyclohexyl-1H-indol-3-yl)-propionic acid ethyl ester; hydrochloride

2-tert-Butoxycarbonylamino-3-(2-cyclohexyl-1H-indol-3-yl)-propionic acid

2-tert-Butoxycarbonylamino-3-(2-cyclohexyl-1H-indol-3-yl)-propionic acid ethyl ester

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