Methyl 3-cyclopropyl-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-cyclopropyl-3-oxopropanoate
• CAS No.: 32249-35-7
• Molecular Formula: C7H10O3
• Molecular Weight: 142.155
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID00435934
• Nikkaji Number: J899.689J
• Wikidata: Q72489806
• Mol file: 32249-35-7.mol

Synonyms:Methyl 3-cyclopropyl-3-oxopropanoate;32249-35-7;METHYL 3-CYCLOPROPYL-3-OXOPROPIONATE;3-cyclopropyl-3-oxo-propionic acid methyl ester;3-Cyclopropyl-3-oxopropionic acid methyl ester;methyl-3-cyclopropyl-3-oxopropanoate;3-cyclopropyl-3-oxopropanoic acid methyl ester;MFCD00274090;3-Cyclopropyl-3-oxopropanoic-d5AcidMethylEster;Methyl 3-cyclopropyl-3-oxo-propanoate;methyl3-cyclopropyl-3-oxopropanoate;SCHEMBL221809;Methyl-2-cyclopropanoyl-acetate;DTXSID00435934;RIJWDPRXCXJDPK-UHFFFAOYSA-N;AC-300;methyl-3-cyclopropyl-3-oxopropionate;Methyl 2-(Cyclopropylcarbonyl)acetate;methyl 3-cyclopropyl-3-oxopropionoate;AKOS005255543;methyl 3-cyclopropyl-3-oxo-propionate;CS-W007911;GS-4230;PB26020;Methyl 3-(cyclopropyl)-3-oxopropanoate;SY001027;AM20090465;FT-0615580;M2277;EN300-119201;A821212;J-018687;J-522670;F0001-0961;methyl 3-cyclopropyl-3-oxo-propanoate

Chemical Property of Methyl 3-cyclopropyl-3-oxopropanoate

Chemical Property:

• Appearance/Colour: Clear colorless oil
• Vapor Pressure: 0.476mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 192.983 °C at 760 mmHg
• PKA: 10.59±0.20(Predicted)
• Flash Point: 74.14 °C
• PSA: 43.37000
• Density: 1.175 g/cm³
• LogP: 0.52860
• Storage Temp.: Refrigerator
• Solubility.: Chloroform
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 158

Purity/Quality:

98%, ^*data from raw suppliers

3-Cyclopropyl-3-oxopropanoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1CC1
• Uses: Methyl 3-cyclopropyl-3-oxopropionate is a reagent used in the synthesis of Pitavastatin.

Technology Process of Methyl 3-cyclopropyl-3-oxopropanoate

There total 9 articles about Methyl 3-cyclopropyl-3-oxopropanoate 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: 80.0%

methanol (67-56-1) + cycl-isopropylidene malonate (2033-24-1) + cyclopropanecarboxylic acid chloride (4023-34-1) → methyl 3-cyclopropyl-3-oxopropanoate (32249-35-7)

Guidance literature:

cycl-isopropylidene malonate; cyclopropanecarboxylic acid chloride; With pyridine; In chloroform; at 10 - 20 ℃; for 2h;

methanol; for 3h; Heating / reflux;

Reference yield: 79.0%

→ methyl 3-cyclopropyl-3-oxopropanoate (32249-35-7)

Guidance literature:

In toluene; at 150 ℃; for 6h;

Reference yield: 71.1%

cycl-isopropylidene malonate (2033-24-1) + cyclopropanecarboxylic acid chloride (4023-34-1) → methyl 3-cyclopropyl-3-oxopropanoate (32249-35-7)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

upstream raw materials:

2-cyclopropanecarbonyl-3-oxo-butyric acid ethyl ester

sodium methylate

1-cyclopropcarbonylimidazole

methanol

Downstream raw materials:

methyl 4-(4'-fluorophenyl)-2-cyclopropylquinoline-3-carboxylate

2-cyclopropyl-6-(4-trifluoromethoxy-phenyl)-nicotinic acid methyl ester

5-cyclopropyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one

pitavastatin calcium salt

Refernces

• 1、 Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An. "Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis". supporting information. p. 1396 - 1401. Retrieved 2020/02/22.
• 2、 Faulkner, Adele,Scott, James S.,Bower, John F.. "Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: Synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol". supporting information. p. 1521 - 1523. Retrieved 2013/03/13.