Ethyl 4-fluoro-3-oxopentanoate

Base Information

• Chemical Name: Ethyl 4-fluoro-3-oxopentanoate
• CAS No.: 227184-02-3
• Molecular Formula: C7H11 F O3
• Molecular Weight: 162.161
• DSSTox Substance ID: DTXSID30460436
• Nikkaji Number: J2.993.434G
• Mol file: 227184-02-3.mol

Synonyms:ETHYL 4-FLUORO-3-OXOPENTANOATE;227184-02-3;Pentanoic acid, 4-fluoro-3-oxo-, ethyl ester;SCHEMBL1891371;DTXSID30460436;MSCSCKJODSCXBI-UHFFFAOYSA-N;AKOS006295222;EN300-6497878

Chemical Property of Ethyl 4-fluoro-3-oxopentanoate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 162.06922237
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-fluoro-3-oxopentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 4-fluoro-3-oxopentanoate

There total 2 articles about Ethyl 4-fluoro-3-oxopentanoate 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: 63.0%

ethyl 3-hydroxypent-4-enoate (38996-01-9) → ethyl α-fluoropropionylacetate (227184-02-3) + ethyl propanoylacetate (4949-44-4)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; Selectfluor; In tetrahydrofuran; water; at 25 ℃; for 1h; regiospecific reaction;

DOI:10.1055/s-0030-1260130

Reference yield:

ethyl 3-hydroxypent-4-enoate (38996-01-9) → ethyl α-fluoropropionylacetate (227184-02-3) + 2-fluoro-3-oxopentanoic acid ethyl ester (759-67-1) + C7H10F2O3 (1340481-55-1) + ethyl propanoylacetate (4949-44-4)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; Selectfluor; In tetrahydrofuran; water; regiospecific reaction;

DOI:10.1055/s-0030-1260130

Reference yield:

ethyl α-fluoropropionylacetate (227184-02-3) → 6-(1-fluoroethyl)-N-(4-(5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl)-benzyl)pyrimidin-4-amine

Guidance literature:

Multi-step reaction with 3 steps

1: sodium methylate / methanol / 24 h

2: trichlorophosphate / 3 h / 90 °C

3: N-ethyl-N,N-diisopropylamine / butan-1-ol / 8 h / Reflux

With sodium methylate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In methanol; butan-1-ol; 1: |Pinner Triazine Synthesis;

DOI:10.1021/acs.jafc.1c00236

upstream raw materials:

ethyl 3-hydroxypent-4-enoate

Downstream raw materials:

6-(1-fluoroethyl)-4-pyrimidone