3-Butenoic acid, 2,2-diMethyl-, Methyl ester

Base Information

• Chemical Name: 3-Butenoic acid, 2,2-diMethyl-, Methyl ester
• CAS No.: 19757-86-9
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.171
• Mol file: 19757-86-9.mol

Synonyms:methyl 2,2-dimethyl-3-pentenoate

Chemical Property of 3-Butenoic acid, 2,2-diMethyl-, Methyl ester

Chemical Property:

• Boiling Point: 102 °C
• Density: 0.898±0.06 g/cm3(Predicted)

Purity/Quality:

2,2-Dimethyl-3-butenoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,2-Dimethyl-3-butenoic Acid Methyl Ester is the methyl ester of 2,2-Dimethyl-3-butenoic Acid (D469055) which is an constituent in the synthesis of metabolites of Simvastatin (S485000), a synthetic derivative of a fermentation product of Aspergillus terreus.

Technology Process of 3-Butenoic acid, 2,2-diMethyl-, Methyl ester

There total 13 articles about 3-Butenoic acid, 2,2-diMethyl-, Methyl ester 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: 78.0%

methyl 3-hydroxy-2,2-dimethylbutanoate (69737-23-1) → methyl 2,2-dimethyl-3-pentenoate (19757-86-9)

Guidance literature:

With phosphorus pentoxide; In benzene;

DOI:10.1055/s-1998-1782

Reference yield:

2,2-dimethyl-3-(toluene-4-sulfonyloxy)-butyric acid methyl ester (714273-85-5) → methyl 2,2-dimethyl-3-pentenoate (19757-86-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; at 140 - 160 ℃; for 3.5h;

Reference yield:

2,2-Dimethyl-3,3-dimethoxycyclopropylcarbinol (30451-80-0) → methyl 2,2-dimethyl-3-pentenoate (19757-86-9)

Guidance literature:

With hydrogenchloride; In methanol;

DOI:10.1021/ja00728a029

upstream raw materials:

diazomethane

2,2-dimethyl-but-3-enoic acid

2,2-Dimethyl-3,3-dimethoxycyclopropylcarbinol

methyl iodide

Downstream raw materials:

4-Azido-2,2-dimethyl-3-phenylselanyl-butyric acid methyl ester

ethyl 4,4-dimethyl-3-oxo-hex-5-enoate

ethyl 2-chloro-3-oxo-4,4-dimethyl-5-hexenoate

ethyl 5-(1,1-dimethyl-2-propenyl)imidazole-4-carboxylate

Refernces

• 1、 -. "ANALOGS OF DEHYDROPHENYLAHISTINS". . . Retrieved 2011/08/03.
• 2、 Kim, Hyoung Rae,Shin, Seung Il,Park, Hyun Ju,Jeon, Dong Ju,Ryu, Eung K.. "New synthesis of 2-alkyl-4,4-dimethyl-5-halomethylisoxazolidin-3-ones via intramolecular halocyclization of N-alkyl-2,2-dimethyl-3-butenohydroxamic acids". . p. 789 - 791. Retrieved 2007/10/03.