Methyl 4-cyclopropyl-2,4-dioxobutanoate

Base Information

• Chemical Name: Methyl 4-cyclopropyl-2,4-dioxobutanoate
• CAS No.: 167408-67-5
• Molecular Formula: C8H10O4
• Molecular Weight: 170.165
• Hs Code.: 2918300090
• European Community (EC) Number: 867-789-9
• DSSTox Substance ID: DTXSID00585367
• Wikidata: Q82477311
• Mol file: 167408-67-5.mol

Synonyms:methyl 4-cyclopropyl-2,4-dioxobutanoate;167408-67-5;4-Cyclopropyl-2,4-dioxo-butyric acid methyl ester;SCHEMBL3710509;DTXSID00585367;MFRDTCKJOFHQDZ-UHFFFAOYSA-N;MFCD04967381;AKOS000305806;methyl4-cyclopropyl-2,4-dioxobutanoate;VS-05051;CS-0215360;EN300-23807;E84104;J-010360;4,6-dichloro-1-(methylamino)indan-2-ol hydrochloride;4-CYCLOPROPYL-2,4-DIOXO-BUTYRICACIDMETHYLESTER;F8880-1568;Z164708882

Chemical Property of Methyl 4-cyclopropyl-2,4-dioxobutanoate

Chemical Property:

• PSA: 60.44000
• LogP: 0.09770
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 170.05790880
• Heavy Atom Count: 12
• Complexity: 227

Purity/Quality:

99% ^*data from raw suppliers

methyl4-cyclopropyl-2,4-dioxobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(=O)CC(=O)C1CC1

Technology Process of Methyl 4-cyclopropyl-2,4-dioxobutanoate

There total 2 articles about Methyl 4-cyclopropyl-2,4-dioxobutanoate 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: 55.0%

Dimethyl oxalate (553-90-2) + Cyclopropyl methyl ketone (765-43-5) → 4-cyclopropyl-2,4-dioxo-butyric acid methyl ester (167408-67-5)

Guidance literature:

Dimethyl oxalate; Cyclopropyl methyl ketone; With methanol; sodium; at 0 - 20 ℃; Reflux;

With sulfuric acid; In diethyl ether; water; pH=2;

Reference yield:

Cyclopropyl methyl ketone (765-43-5) + sodium methylate (124-41-4) + oxalic acid diethyl ester (95-92-1) → 4-cyclopropyl-2,4-dioxo-butyric acid methyl ester (167408-67-5)

Guidance literature:

In methanol;

DOI:10.1021/acs.jafc.6b04221

Reference yield: 79.0%

4-cyclopropyl-2,4-dioxo-butyric acid methyl ester (167408-67-5) + 3-phenethyl-isoxazol-5-ylamine (119162-59-3) → C19H18N2O3 (1356473-94-3)

Guidance literature:

With acetic acid; for 4h; Reflux;

upstream raw materials:

Dimethyl oxalate

Cyclopropyl methyl ketone

sodium methylate

oxalic acid diethyl ester

Downstream raw materials:

C₁₁H₁₀N₂O₃

C₁₁H₉ClN₂O₂

C₁₈H₁₆N₂O₃

C₁₉H₁₈N₂O₄

Refernces

• 1、 Yu, Haibo,Cheng, Yan,Xu, Man,Song, Yuquan,Luo, Yanmei,Li, Bin. "Synthesis, Acaricidal Activity, and Structure-Activity Relationships of Pyrazolyl Acrylonitrile Derivatives". . p. 9586 - 9591. Retrieved 2017/01/12.
• 2、 -. "Pyrazolopyrrolidine compounds". Page/Page column 94. . Retrieved 2013/06/27.