3-Methoxy-2,2-dimethyl-3-oxopropanoic acid

Base Information

• Chemical Name: 3-Methoxy-2,2-dimethyl-3-oxopropanoic acid
• CAS No.: 13051-21-3
• Molecular Formula: C6H10 O4
• Molecular Weight: 146.143
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID90551819
• Nikkaji Number: J191.950D
• Wikidata: Q82431679
• Mol file: 13051-21-3.mol

Synonyms:3-Methoxy-2,2-dimethyl-3-oxopropanoic acid;13051-21-3;2,2-dimethyl-malonic acid monomethyl ester;2,2-Dimethylmalonic acid monomethyl ester;MFCD09833517;3-Methoxy-2,2-dimethyl-3-oxo-propanoic acid;2,2-dimethylmalonicacidmonomethylester;SCHEMBL1010735;dimethylmalonic acid methyl ester;AMY2969;DTXSID90551819;AKOS006328949;CS-W004424;DS-11531;SY104895;3-Methoxy-2,2-dimethyl-3-oxopropanoicacid;2,2-DIMETHYL-MALONICACIDMONOMETHYLESTER;O11027;EN300-2985701;A888733;J-506826;Z1198232716

Chemical Property of 3-Methoxy-2,2-dimethyl-3-oxopropanoic acid

Chemical Property:

• Vapor Pressure: 0.019mmHg at 25°C
• Melting Point: 35-38 °C
• Refractive Index: 1.44
• Boiling Point: 233.8ºC at 760 mmHg
• PKA: 2.92±0.36(Predicted)
• Flash Point: 94ºC
• PSA: 63.60000
• Density: 1.162g/cm3
• LogP: 0.27020
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

98% min ^*data from raw suppliers

3-Methoxy-2,2-dimethyl-3-oxopropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Methoxy-2,2-dimethyl-3-oxopropanoic acid

There total 12 articles about 3-Methoxy-2,2-dimethyl-3-oxopropanoic acid 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: 91.0%

methyl 2-dimethylbismuthanyl-2-methylpropanoate (934733-52-5) + carbon dioxide (124-38-9,18923-20-1) → 3-methoxy-2,2-dimethyl-3-oxopropanoic acid (13051-21-3)

Guidance literature:

methyl 2-dimethylbismuthanyl-2-methylpropanoate; With tBu₄ZnLi₂; In tetrahydrofuran; at -78 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃; for 1.08333h;

DOI:10.1002/chem.201100265

Reference yield: 88.0%

methanol (67-56-1) + 2,2,5,5-tetramethyl-[1,3]dioxane-4,6-dione (15568-97-5) → 3-methoxy-2,2-dimethyl-3-oxopropanoic acid (13051-21-3)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

DOI:10.1016/j.ejmech.2013.03.044

Reference yield: 61.7%

dimethyl dimethylmalonate (6065-54-9) → 3-methoxy-2,2-dimethyl-3-oxopropanoic acid (13051-21-3)

Guidance literature:

With potassium hydroxide; In methanol; at 80 ℃; for 4h;

DOI:10.1021/acs.jmedchem.7b01430

upstream raw materials:

dimethyl dimethylmalonate

sodium ethanolate

methanol

2,2-dimethylmalonic acid

Downstream raw materials:

2-chlorocarbonyl-2-methylpropionic acid methyl ester

(S)-3-(2-hydroxy-1-phenylethylamino)-2,2-dimethyl-3-oxopropanoic acid

methyl 3,3,3-trifluoro-2,2-dimethylpropanoate

2,2-Dimethyl-malonic acid 2-((E)-2-ethoxycarbonyl-vinyl)-5-methoxy-phenyl ester methyl ester

Refernces

• 1、 Wei, Binqing,Gunzner-Toste, Janet,Yao, Hui,Wang, Tao,Wang, Jing,Xu, Zijin,Chen, Jinhua,Wai, John,Nonomiya, Jim,Tsai, Siao Ping,Chuh, Josefa,Kozak, Katherine R.,Liu, Yichin,Yu, Shang-Fan,Lau, Jeff,Li, Guangmin,Phillips, Gail D.,Leipold, Doug,Kamath, Amrita,Su, Dian,Xu, Keyang,Eigenbrot, Charles,Steinbacher, Stefan,Ohri, Rachana,Raab, Helga,Staben, Leanna R.,Zhao, Guiling,Flygare, John A.,Pillow, Thomas H.,Verma, Vishal,Masterson, Luke A.,Howard, Philip W.,Safina, Brian. "Discovery of Peptidomimetic Antibody-Drug Conjugate Linkers with Enhanced Protease Specificity". supporting information. p. 989 - 1000. Retrieved 2018/01/01.
• 2、 Kayahara, Eiichi,Yamada, Hiroto,Yamago, Shigeru. "Generation of carbanions through stibine-metal and bismuthine-metal exchange reactions and its applications to precision synthesis of ω-end-functionalized polymers". supporting information; experimental part. p. 5272 - 5280. Retrieved 2011/06/20.