Cyclohexanepropanoic acid, 1-(methoxycarbonyl)-2-oxo-, methyl ester

Base Information

• Chemical Name: Cyclohexanepropanoic acid, 1-(methoxycarbonyl)-2-oxo-, methyl ester
• CAS No.: 75844-17-6
• Molecular Formula: C12H18O5
• Molecular Weight: 242.272
• DSSTox Substance ID: DTXSID10435364
• Nikkaji Number: J888.235E
• Mol file: 75844-17-6.mol

Synonyms:75844-17-6;Cyclohexanepropanoic acid, 1-(methoxycarbonyl)-2-oxo-, methyl ester;DTXSID10435364;1-(Methoxycarbonyl)-2-oxocyclohexanepropionic acid methyl ester

Chemical Property of Cyclohexanepropanoic acid, 1-(methoxycarbonyl)-2-oxo-, methyl ester

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 242.11542367
• Heavy Atom Count: 17
• Complexity: 323

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCC1(CCCCC1=O)C(=O)OC

Technology Process of Cyclohexanepropanoic acid, 1-(methoxycarbonyl)-2-oxo-, methyl ester

There total 4 articles about Cyclohexanepropanoic acid, 1-(methoxycarbonyl)-2-oxo-, methyl 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: 88.0%

2-(methoxycarbonyl)cyclohexanone (41302-34-5) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 3-(1-methoxycarbonyl-2-oxo-cyclohexyl)-propionic acid methyl ester (75844-17-6)

Guidance literature:

With aluminum oxide; at 25 ℃; for 4h;

DOI:10.1016/0040-4039(91)85093-K

Reference yield: 88.0%

C8H11NaO3 → 3-(1-methoxycarbonyl-2-oxo-cyclohexyl)-propionic acid methyl ester (75844-17-6)

Guidance literature:

In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; for 20h;

DOI:10.1039/c39800000428

Reference yield:

Methyl 3-bromopropionate (3395-91-3) + 2-(methoxycarbonyl)cyclohexanone (41302-34-5) → 3-(1-methoxycarbonyl-2-oxo-cyclohexyl)-propionic acid methyl ester (75844-17-6)

Guidance literature:

With sodium ethanolate;

DOI:10.1021/ja01142a602

upstream raw materials:

Methyl 3-bromopropionate

2-(methoxycarbonyl)cyclohexanone

acrylic acid methyl ester

methyl iodide

Refernces

• 1、 Sreekumar,Rugmini,Padmakumar, Raghavakaimal. "Zeolite mediated Michael addition of 1,3-dicarbonyl compounds and thiols". . p. 6557 - 6560. Retrieved 2007/10/03.
• 2、 Ranu, Brindaban C.,Bhar, Sanjay,Sarkar, Dipak C.. "Surface-mediated solid phase michael reaction: Dramatic acceleration on alumina". . p. 2811 - 2812. Retrieved 2007/10/02.