Ethyl 5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate

Base Information

• Chemical Name: Ethyl 5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate
• CAS No.: 136558-13-9
• Molecular Formula: C13H24O3S
• Molecular Weight: 260.398
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID70393810
• Nikkaji Number: J2.688.959F
• Mol file: 136558-13-9.mol

Synonyms:136558-13-9;Ethyl 5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate;Ethyl 5-tert-Butylthio-2,2-dimethyl-4-oxopentanoate;ethyl 5-tert-butylsulfanyl-2,2-dimethyl-4-oxopentanoate;Pentanoic acid, 5-[(1,1-dimethylethyl)thio]-2,2-dimethyl-4-oxo-, ethyl ester;ethyl 5-t-butylthio-2,2-dimethyl-4-oxopentanoate;SCHEMBL126001;Ethyl5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate;DTXSID70393810;JOLZUPPVNMMVAK-UHFFFAOYSA-N;CS-M1692;MFCD04116143;AKOS016011347;AM807731;CS-13043;FT-0668185;A851438;ethyl 5-(t-butylthio)-2,2-dimethyl-4-oxo-pentanoate;2,2-Dimethyl-4-oxo-5-(tert-butylthio)pentanoic acid ethyl ester;5-tert-Butylsulfanyl-2,2-dimethyl-4-oxo-pentanoic acid ethyl ester;ETHYL 5-(TERT-BUTYLSULFANYL)-2,2-DIMETHYL-4-OXOPENTANOATE;ethyl 5-[(1,1-dimethylethyl)thio]-2,2-dimethyl-4-oxopentanoate;Pentanoic acid,5-[(1,1-diMethylethyl)thio]-2,2-diMethyl-4-oxo-,ethyl ester

Chemical Property of Ethyl 5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate

Chemical Property:

• Boiling Point: 110-132°C
• PSA: 68.67000
• Density: 1.010±0.06 g/cm3(Predicted)
• LogP: 3.06660
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 260.14461580
• Heavy Atom Count: 17
• Complexity: 277

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 5-tert-Butylthio-2,2-dimethyl-4-oxopentanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C)CC(=O)CSC(C)(C)C
• Uses: Ethyl 5-tert-Butylthio-2,2-dimethyl-4-oxopentanoate (cas# 136558-13-9) is a compound useful in organic synthesis.

Technology Process of Ethyl 5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate

There total 5 articles about Ethyl 5-(tert-butylthio)-2,2-dimethyl-4-oxopentanoate 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%

5-bromo-2,2-dimethyl-4-oxopentanoic acid ethyl ester (154325-75-4) + 2-methylpropan-2-thiol (75-66-1) → ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate (136558-13-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

Ethyl isobutyrate (97-62-1) → ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate (136558-13-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.33 h / -78 - -65 °C

1.2: 18 h / 20 °C

2.1: bromine; water / ethanol / 2 h / -5 - 20 °C

3.1: triethylamine / tetrahydrofuran / 18 h / 20 °C

With water; bromine; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

Reference yield:

ethyl 4-chloro-2,2-dimethyl-4-pentenoate (118427-36-4) → ethyl 5-t-butylthio-2,2-dimethyl-4-oxo-pentanoate (136558-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; water / ethanol / 2 h / -5 - 20 °C

2: triethylamine / tetrahydrofuran / 18 h / 20 °C

With water; bromine; triethylamine; In tetrahydrofuran; ethanol;

upstream raw materials:

5-bromo-2,2-dimethyl-4-oxopentanoic acid ethyl ester

2-methylpropan-2-thiol

Ethyl isobutyrate

ethyl 4-chloro-2,2-dimethyl-4-pentenoate

Downstream raw materials:

3-[1-(4-Chlorobenzyl)-5-hydroxyindol-2-yl]-2,2-dimethylpropanoic acid

ethyl 3-[1-(4-chlorobenzyl)-3-(1,1-dimethylethylthio)-5-methoxyindol-2-yl]-2,2-dimethylpropionate

ethyl 3-[3-(tert-butylthio)-6-methoxy-1H-indol-2-yl]-2,2-dimethylpropanoate

1-bromobenzyl-3-[3-tert-butylsulfanyl-5-(methoxy)-1H-indol-2-yl]-2,2-dimethyl-propionic acid ethyl ester