ethyl 3-hydroxy-2,2-dimethylbutanoate

Base Information

• Chemical Name: ethyl 3-hydroxy-2,2-dimethylbutanoate
• CAS No.: 7505-94-4
• Molecular Formula: C8H16O3
• Molecular Weight: 160.213
• Mol file: 7505-94-4.mol

Synonyms:(3S)-3-formyl-1-oxa-4-azaspiro[4,5]decane-4-carboxylic acid 4-tert-butyl ester;3-Hydroxy-2,2-dimethyl-buttersaeure-aethylester;2(S)-ethyl-4-benzylpiperazine;benzyl (3S)-3-fluoropyrrolidine-1-carboxylate;(3S)-3-Fluoro-pyrrolidine-1-carboxylic Acid Benzyl Ester;(3S)-3-ethyl-1-(phenylmethyl)piperazine;(S)-1-benzyl-3-ethylpiperazine;(3S)-3-Hydroxy-2,2-dimethylbutansaeure-ethylester;3-Hydroxy-2.2-dimethyl-butansaeure-(1)-aethylester;ethyl 2,2-dimethyl-3-hydroxybutanoate;3-hydroxy-2,2-dimethyl-butyric acid ethyl ester;(S)-Garner's aldehyde;(S)-N-CBz-3-fluoropyrrolidine;

Chemical Property of ethyl 3-hydroxy-2,2-dimethylbutanoate

Chemical Property:

• Vapor Pressure: 0.0144mmHg at 25°C
• Boiling Point: 228.3°Cat760mmHg
• Flash Point: 87.3°C
• PSA: 46.53000
• Density: 0.988g/cm³
• LogP: 0.95650

Purity/Quality:

99% ^*data from raw suppliers

ethyl3-hydroxy-2,2-dimethylbutanoate 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-hydroxy-2,2-dimethylbutanoate

There total 8 articles about ethyl 3-hydroxy-2,2-dimethylbutanoate 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: 90.0%

ethyl 2-bromoisobutyrate (600-00-0) + acetaldehyde (75-07-0,9002-91-9) → ethyl 3-hydroxy-2,2-dimethylbutanoate (7505-94-4)

Guidance literature:

With Trimethyl borate; zinc; In tetrahydrofuran; for 24h; Ambient temperature;

Reference yield: 88.0%

acetaldehyde (75-07-0,9002-91-9) + Ethyl isobutyrate (97-62-1) → ethyl 3-hydroxy-2,2-dimethylbutanoate (7505-94-4)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -70 ℃; for 0.5h;

DOI:10.1021/jo0012905

Reference yield: 82.0%

ethyl 2,2-dimethyl-3-oxobutanoate (597-04-6) → ethyl 3-hydroxy-2,2-dimethylbutanoate (7505-94-4)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 48h; Ambient temperature;

DOI:10.1021/jm00385a019

upstream raw materials:

ethyl 2,2-dimethyl-3-oxobutanoate

ethanol

3-hydroxy-2,2-dimethyl-butyric acid

ethyl 2-bromoisobutyrate

Downstream raw materials:

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

2,2-dimethyl-3-(phenylsulfonyl)-γ-butyrolactone

2,2-dimethyl-3-(phenylthio)-γ-butyrolactone

3,3,5-Trimethyl-1,4-hexadien

Refernces

• 1、 Wang, Liping,Hale, Karl J.. "Total Synthesis of the Potent HIF-1 Inhibitory Antitumor Natural Product, (8R)-Mycothiazole, via Baldwin-Lee CsF/CuI sp3-sp2-Stille Cross-Coupling. Confirmation of the Crews Reassignment". supporting information. p. 4200 - 4203. Retrieved 2015/09/15.
• 2、 Hayashi,Orikasa,Tanaka,Kanoh,Kiso. "Total synthesis of anti-microtubule diketopiperazine derivatives: Phenylahistin and aurantiamine". . p. 8402 - 8405. Retrieved 2007/10/03.