189030-32-8

Basic information

• Product Name: BETA-OXO-BENZENEHEPTANOIC ACID 1,1-DIMETHYLETHYL ESTER
• Synonyms: BETA-OXO-BENZENEHEPTANOIC ACID 1,1-DIMETHYLETHYL ESTER
• CAS NO: 189030-32-8
• Molecular Formula: C₁₇H₂₄O₃
• Molecular Weight: 276.374
• Mol File: 189030-32-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: BETA-OXO-BENZENEHEPTANOIC ACID 1,1-DIMETHYLETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: BETA-OXO-BENZENEHEPTANOIC ACID 1,1-DIMETHYLETHYL ESTER(189030-32-8)
• EPA Substance Registry System: BETA-OXO-BENZENEHEPTANOIC ACID 1,1-DIMETHYLETHYL ESTER(189030-32-8)

Safety Data

• Hazardous Substances Data: 189030-32-8(Hazardous Substances Data)

Upstream product

• 540-88-5 acetic acid tert-butyl ester 
• 2270-20-4 5-Phenylpentanoic acid 
• 150942-98-6 t-butyl lithioacetate 
• 55628-85-8 1-Imidazol-1-yl-5-phenyl-pentan-1-one 

Downstream Products

• 209664-18-6 (R)-2-Isobutyl-4-oxo-8-phenyl-octanoic acid methyl ester 
• 235087-22-6 7-phenyl-3-trifluoromethanesulfonyloxy-hept-2-enoic acid tert-butyl ester 
• 209664-32-4 N-((R)-2-isobutyl-4-oxo-8-phenyl)octanoyl-3-(S)-amino-2-(R,S)-hydroxypentanoic acid ethyl amide 
• 209664-22-2 (R)-2-isobutyl-4-oxo-8-phenyloctanoic acid ((S)-1-hydroxymethyl-3-methyl)butyl amide 
• 209664-20-0 2-isobutyl-4-oxo-8-phenyloctanoic acid 
• 100848-88-2 6-Phenyl-1-hexyne 

Relevant articles and documents

Decarboxylative elimination of enol triflates as a general synthesis of acetylenes.

The enol trifluoromethanesulfonates 4, 8, 12, 17 and 20 of tert-butyl beta-ketodiesters and beta-ketoesters can be hydrolysed to the corresponding carboxylic acids by dissolution in trifluoroacetic acid. The dicarboxylic acids undergo mild decarboxylative elimination to give the acetylenic acids 4 and 9 in aqueous sodium bicarbonate solution at room temperature. Similarly, the monocarboxylic acids give the terminal and mid-chain acetylenes 13, 18, 21, and 24 by refluxing in acetone with potassium carbonate. One of the substituents on the acetylenes can be methyl, primary alkyl, secondary alkyl or ethynyl, and the other can be a carboxylic acid, hydrogen or primary alkyl, but the enol trifluoromethanesulfonates could not be prepared when one of the substituents was tert-butyl, nor when both substituents on the precursor to the acetylene were secondary alkyl.

Exploration of the importance of the P2-P3-NHCO-moiety in a potent di- or tripeptide inhibitor of calpain I: insights into the development of nonpeptidic inhibitors of calpain I.

Calpain I, an intracellular cysteine protease, has been implicated in the neurodegeneration following an episode of cerebral ischemia. In this paper, we report on a series of peptidomimetic ketomethylene and carbamethylene inhibitors of recombinant human calpain I (rh calpain I). Our study reveals that the -NHCO-moiety (possible hydrogen-bonding site) at the P2-P3 region of a potent tripeptide or a dipeptide inhibitor of calpain I is not a strict requirement for enzyme recognition. Compounds 7d ((R)-2-isobutyl-4-oxo-4-(9-xanthenyl)butanoic acid ((S)-1-formyl-3-methyl)butyl amide), 31 ((R)-2-isobutyl-4-(2-sulfonylnaphthyl)butyric acid ((S)1-formyl-3-methyl)butyl amide) and 34 ((R)-2-isobutyl-4-(2-sulfoxylnaphthyl)butyric acid ((S)-1-formyl-3-methyl)butyl amide) which exhibited good activity in the enzyme assay, also inhibited calpain I in a human cell line.