alpha-Fluoro-beta-oxo-cyclohexanepropanoic acid ethyl ester

Base Information

• Chemical Name: alpha-Fluoro-beta-oxo-cyclohexanepropanoic acid ethyl ester
• CAS No.: 118460-46-1
• Molecular Formula: C11H17 F O3
• Molecular Weight: 216.2492832
• DSSTox Substance ID: DTXSID30440758
• Nikkaji Number: J942.694I
• Mol file: 118460-46-1.mol

Synonyms:118460-46-1;ethyl 3-cyclohexyl-2-fluoro-3-oxopropanoate;Cyclohexanepropanoic acid, alpha-fluoro-beta-oxo-, ethyl ester (9CI);ALPHA-FLUORO-BETA-OXO-CYCLOHEXANEPROPANOIC ACID ETHYL ESTER;DTXSID30440758;2-Fluoro-3-oxo-3-cyclohexylpropionic acid ethyl ester;Cyclohexanepropanoic acid,alpha-fluoro-beta-oxo-,ethyl ester(9ci)

Chemical Property of alpha-Fluoro-beta-oxo-cyclohexanepropanoic acid ethyl ester

Chemical Property:

• PSA: 43.37000
• LogP: 2.03700
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 216.11617256
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C1CCCCC1)F

Technology Process of alpha-Fluoro-beta-oxo-cyclohexanepropanoic acid ethyl ester

There total 10 articles about alpha-Fluoro-beta-oxo-cyclohexanepropanoic 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: 88.0%

triethyl 3-cyclohexyl-2-fluoro-3-oxo-phosphonopropanoate (188645-65-0) → ethyl 2-fluoro-3-oxo-3-(cyclohexyl)propionate (118460-46-1)

Guidance literature:

With water; silica gel; In ethyl acetate; at 20 ℃; for 16h;

DOI:10.1080/00397910008087140

Reference yield: 87.0%

ethyl 3-cyclohexyl-2-fluoro-3-hydroxypropanoate (118460-35-8,118460-58-5) → ethyl 2-fluoro-3-oxo-3-(cyclohexyl)propionate (118460-46-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo00264a029

Reference yield: 61.0%

Ethyl 3-cyclohexyl-2-diazo-3-oxo-propanoate → ethyl 3-cyclohexyl-3,3-difluoro-2-hydroxypropanoate (1415669-28-1) + ethyl 2-fluoro-3-oxo-3-(cyclohexyl)propionate (118460-46-1)

Guidance literature:

With tetrafluoroboric acid diethylether; In dichloromethane; at 0 - 20 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c2cc37284c

upstream raw materials:

ethyl 3-cyclohexyl-2-fluoro-3-hydroxypropanoate

ethyl bromofluoroacetate

cyclohexanylcarbonyl chloride

triethyl 3-cyclohexyl-2-fluoro-3-oxo-phosphonopropanoate

Downstream raw materials:

6-cyclohexyl-5-fluoro-2-methylpyrimidin-4-ol