ethyl-2,2-dimethyl-7-bromoheptanoate

Base Information

• Chemical Name: ethyl-2,2-dimethyl-7-bromoheptanoate
• CAS No.: 123469-92-1
• Molecular Formula: C11H21BrO2
• Molecular Weight: 265.191
• Hs Code.: 2915907098
• Mol file: 123469-92-1.mol

Synonyms:7-bromo-2,2-dimethylheptanoic acid ethyl ester;ethyl-7-bromo-2,2-dimethylheptanoate;ethyl 7-bromo-2,2-dimethylheptanoate;7- Bromo-2,2-dimethylheptanoic acid ethyl ester;Br-HE-OEt;7-Bromo-2,2-dimethyl-heptanoic acid ethyl ester;

Chemical Property of ethyl-2,2-dimethyl-7-bromoheptanoate

Chemical Property:

• Boiling Point: 106 - 108 °C (0.01 mmHg)
• PSA: 26.30000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 3.53100

Purity/Quality:

99.00% ^*data from raw suppliers

7-Bromo-2,2-dimethylheptanoicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Ethyl 7-bromo-2,2-dimethylheptanoate is an important raw material in the synthesis route of bepetidic acid. Bempedoic acid, whose chemical name is 8-hydroxy-2,2,14,14-tetramethylpentadecanedioic acid, also known as ETC-1002, is a new type of lipid developed by the American EsperionTherapeutic company Quality regulation small molecule drugs. As one of the company's main drug candidates, its targets are liver adenosine triphosphate-citrate lyase (ACL) and adenosine monophosphate-activated protein kinase (AMPK).
• Uses: Ethyl-2,2-dimethyl-7-bromoheptanoate can be used as an intermediate in organic synthesis, mainly used in laboratory research and development and chemical production processes.

Technology Process of ethyl-2,2-dimethyl-7-bromoheptanoate

There total 2 articles about ethyl-2,2-dimethyl-7-bromoheptanoate 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: 87.0%

1,5-dibromo-pentane (111-24-0) + Ethyl isobutyrate (97-62-1) → ethyl-2,2-dimethyl-7-bromoheptanoate (123469-92-1)

Guidance literature:

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; water; at 0 ℃; for 0.0333333h; Reagent/catalyst; Flow reactor;

Reference yield: 36.7%

1,5-dibromo-pentane (111-24-0) → ethyl-2,2-dimethyl-7-bromoheptanoate (123469-92-1)

Guidance literature:

Ethyl isobutyrate; With n-butyllithium; In tetrahydrofuran; tert-butyl alcohol; at -78 ℃; for 1h;

1,5-dibromo-pentane; In tetrahydrofuran; tert-butyl alcohol; at 20 ℃;

Reference yield: 87.0%

malonic acid dibenzyl ester (15014-25-2) + ethyl-2,2-dimethyl-7-bromoheptanoate (123469-92-1) → 8,8-dibenzyl 14,2-diethyl 2,14-dimethylpentadecane-2,8,8,14-tetracarboxylate

Guidance literature:

malonic acid dibenzyl ester; With sodium hydride; In N,N-dimethyl-formamide; toluene; for 1h; Cooling with ice;

ethyl-2,2-dimethyl-7-bromoheptanoate; In N,N-dimethyl-formamide; toluene; at 100 ℃; for 36h;

upstream raw materials:

1,5-dibromo-pentane

Ethyl isobutyrate

Downstream raw materials:

8-[2-Imidazol-1-yl-1-(4-methoxy-benzyloxymethyl)-ethoxy]-2,2-dimethyl-octanoic acid

8-isocyano-2,2,14,14-tetramethyl-8-(toluene-4-sulfonyl)-pentadecanedioic acid diethyl ester

{8-Ethoxy-7,7-dimethyl-1-[(4-methylphenyl)sulfonyl]-8-oxooctyl}(methylidene)ammonium

1-[12-ethoxycarbonyl-6-isocyano-12-methyl-6-(toluene-4-sulfonyl)-tridecyl]-cyclopropanecarboxylic acid tert-butyl ester

Refernces

• 1、 Xu, Zhimin,Zheng, Yue,Tian, Lifang,Wang, Yahui. "Synthesis of bempedoic acid through electrochemical decarboxylation of dialkylated malonic acid". . p. 3608 - 3612. Retrieved 2021/05/21.
• 2、 -. "MACROCYCLIC INHIBITORS OF PEPTIDYLARGININE DEIMINASES". Page/Page column 259; 319. . Retrieved 2021/11/06.