tert-Butyl 3-oxocyclopentane-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 3-oxocyclopentane-1-carboxylate
• CAS No.: 174195-95-0
• Molecular Formula: C10H16O3
• European Community (EC) Number: 832-841-1
• DSSTox Substance ID: DTXSID40554274
• Mol file: 174195-95-0.mol

Synonyms:174195-95-0;tert-Butyl 3-oxocyclopentane-1-carboxylate;Cyclopentanecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester;tert-butyl 3-oxocyclopentanecarboxylate;tert-butyl (1S)-3-oxocyclopentane-1-carboxylate;SCHEMBL1139839;DTXSID40554274;VWGRUBYATPOSGE-UHFFFAOYSA-N;SB13928;SB13929;SB13930;tert-Butyl 3-Oxocyclopentane carboxylate;G31171;EN300-6482694;tert-butyl (1R)-3-oxocyclopentane-1-carboxylate;A1-31537;rac-3-oxo-cyclopentanecarboxylic acid tert-butyl ester

Chemical Property of tert-Butyl 3-oxocyclopentane-1-carboxylate

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 184.109944368
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)C1CCC(=O)C1

Technology Process of tert-Butyl 3-oxocyclopentane-1-carboxylate

There total 7 articles about tert-Butyl 3-oxocyclopentane-1-carboxylate 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: 96.0%

3-Oxo-cyclopentanecarboxylic acid (98-78-2) + tert-butyl alcohol (75-65-0) → tert-butyl 3-oxocyclopentane-1-carboxylate (174195-95-0)

Guidance literature:

With dicyclohexyl-carbodiimide; dmap; In dichloromethane; at 2 ℃; for 3h;

Reference yield: 90.0%

tert-butyl alcohol (75-65-0) → tert-butyl 3-oxocyclopentane-1-carboxylate (174195-95-0)

Guidance literature:

3-Oxo-cyclopentanecarboxylic acid; With sulfuric acid; magnesium sulfate; In dichloromethane; for 0.5h;

tert-butyl alcohol; In dichloromethane; at 20 ℃; for 72h; Product distribution / selectivity;

Reference yield: 64.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-Oxo-cyclopentanecarboxylic acid (98-78-2) → tert-butyl 3-oxocyclopentane-1-carboxylate (174195-95-0)

Guidance literature:

With dmap; In tert-butyl alcohol; at 20 ℃;

upstream raw materials:

methyl 3-oxocyclopentane-1-carboxylate

tert-butyl alcohol

3-Oxo-cyclopentanecarboxylic acid

2-tert-butyl-1,3-diisopropylisourea

Downstream raw materials:

(1S)-N-[2-tert-butoxy-5-(trifluoromethyl)benzyl]-1-isopropyl-3-oxocyclopentanecarboxamide

benzyl (1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid

benzyl 1-isopropyl-3-oxocyclopentanecarboxylic acid

(1S)-1-isopropyl-3-oxocyclopentanecarboxylic acid