Methyl 3-(3,4-dimethoxyphenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(3,4-dimethoxyphenyl)-3-oxopropanoate
• CAS No.: 74053-93-3
• Molecular Formula: C12H14O5
• Molecular Weight: 238.24
• DSSTox Substance ID: DTXSID40374338
• Nikkaji Number: J992.569D
• Wikidata: Q82162885
• Mol file: 74053-93-3.mol

Synonyms:methyl 3-(3,4-dimethoxyphenyl)-3-oxopropanoate;74053-93-3;3-(3,4-Dimethoxy-phenyl)-3-oxo-propionic acid methyl ester;3-(3,4-dimethoxyphenyl)-3-oxo-propionic acidmethyl ester;SCHEMBL7380780;DTXSID40374338;KUSJBCBZGGAXBX-UHFFFAOYSA-N;MFCD03424785;STL134823;AKOS000279820;3,4-Dimethoxybenzoylacetic acid methyl ester;CS-0302227;EN300-1867553

Chemical Property of Methyl 3-(3,4-dimethoxyphenyl)-3-oxopropanoate

Chemical Property:

• Boiling Point: 110 °C(Press: 0.4 Torr)
• PKA: 10.74±0.48(Predicted)
• PSA: 61.83000
• Density: 1.159±0.06 g/cm3(Predicted)
• LogP: 1.44960
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 238.08412354
• Heavy Atom Count: 17
• Complexity: 276

Purity/Quality:

98%Min ^*data from raw suppliers

3-(3,4-DIMETHOXYPHENYL)-3-OXO-PROPIONIC ACID METHYL ESTER 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)CC(=O)OC)OC

Technology Process of Methyl 3-(3,4-dimethoxyphenyl)-3-oxopropanoate

There total 9 articles about Methyl 3-(3,4-dimethoxyphenyl)-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: 98.0%

carbonic acid dimethyl ester (616-38-6) + 1-(3,4-dimethoxyphenyl)ethanone (1131-62-0) → methyl 3-(3,4-dimethoxyphenyl)-3-oxopropionate (74053-93-3)

Guidance literature:

With sodium hydride; In toluene; for 4h; Inert atmosphere; Reflux;

DOI:10.3390/molecules200917275

Reference yield: 72.0%

methyl diazoacetate (6832-16-2) + 3,4-dimethoxy-benzaldehyde (120-14-9) → methyl 3-(3,4-dimethoxyphenyl)-3-oxopropionate (74053-93-3)

Guidance literature:

With Cu(II)-Mont K 10 clay; In benzene; at 80 ℃; for 5h;

DOI:10.1039/a905028k

Reference yield: 63.0%

acetoacetic acid methyl ester (105-45-3) + 3,4-dimethoxybenzoic acid chloride (3535-37-3) → methyl 3-(3,4-dimethoxyphenyl)-3-oxopropionate (74053-93-3)

Guidance literature:

upstream raw materials:

carbonic acid dimethyl ester

1-(3,4-dimethoxyphenyl)ethanone

diazomethane

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

Downstream raw materials:

C₂₉H₃₁NO₁₀

Refernces

• 1、 Chen, Li-Jun,Li, Wei,Shen, Bao-Chun,Sun, Zhong-Wen,Xie, Hui-Ding,Zhang, Cong-Cong. "Enantioselective decarboxylative Mannich reaction of β-keto acids withC-alkynylN-BocN,O-acetals: access to chiral β-keto propargylamines". supporting information. p. 8607 - 8612. Retrieved 2021/10/20.
• 2、 Granados, Albert,Olmo, Anna Del,Peccati, Francesca,Billard, Thierry,Sodupe, Mariona,Vallribera, Adelina. "Fluorous l -Carbidopa Precursors: Highly Enantioselective Synthesis and Computational Prediction of Bioactivity". . p. 303 - 313. Retrieved 2018/02/19.