106921-60-2

Basic information

• Product Name: 2,2-dimethyl-3-oxopentanal
• Synonyms: 2,2-dimethyl-3-oxopentanal
• CAS NO: 106921-60-2
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.16898
• Mol File: 106921-60-2.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,2-dimethyl-3-oxopentanal(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-3-oxopentanal(106921-60-2)
• EPA Substance Registry System: 2,2-dimethyl-3-oxopentanal(106921-60-2)

Safety Data

• Hazardous Substances Data: 106921-60-2(Hazardous Substances Data)

Usage

General Description

2,2-dimethyl-3-oxopentanal, also known as diisobutyrylacetone, is a chemical compound with the molecular formula C7H12O. It is a colorless liquid with a fruity odor and is commonly used as a flavoring agent. 2,2-dimethyl-3-oxopentanal is a ketone derivative and is primarily used in the production of perfumes, cosmetics, and food flavorings due to its pleasant aroma. It is also used in the synthesis of pharmaceuticals and as a solvent in various chemical processes. Additionally, 2,2-dimethyl-3-oxopentanal has been studied for its potential applications in organic synthesis and as a reagent in chemical reactions.

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Downstream Products

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• 209260-22-0 (3E,13E)-(7S,8R,9S,16S)-16-(tert-Butyl-diphenyl-silanyloxymethyl)-8-hydroxy-5,5,7,9-tetramethyl-oxacyclohexadeca-3,13-diene-2,6-dione 
• 209260-21-9 (3E,13E)-(7R,8S,9S,16S)-16-(tert-Butyl-diphenyl-silanyloxymethyl)-8-hydroxy-5,5,7,9-tetramethyl-oxacyclohexadeca-3,13-diene-2,6-dione 
• 193146-63-3 (12Z,16E)-(3S,6R,7S,8S,15S)-3,7,15-tris-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dienoic acid 
• 193146-49-5 (7S,10R,11S,12S,19S,Z)-7-(tert-butyldimethylsilyloxy)-11-hydroxy-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,20-dioxa-3,21-disilatricos-16-en-9-one 
• 193146-51-9 (7S,10R,11S,12S,19S,Z)-7,11-bis(tert-butyldimethylsilyloxy)-2,2,3,3,8,8,10,12,16,21,21,22,22-tridecamethyl-19-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,20-dioxa-3,21-disilatricos-16-en-9-one 
• 193146-53-1 (5S,8R,9S,10S,17S,Z)-9-(tert-butyldimethylsilyloxy)-5-(2-hydroxyethyl)-2,2,3,3,6,6,8,10,14,19,19,20,20-tridecamethyl-17-((E)-1-(2-methylthiazol-4-yl)prop-1-en-2-yl)-4,18-dioxa-3,19-disilahenicos-14-en-7-one 
• 189453-35-8 (4S,7R,8S,9S,13Z,16S,1'E)-4,8-di-tert-butyldimethylsilyloxy-5,5,7,9,13-pentamethyl-16-[1-methyl-2-(2-methyl-1,3-thiazol-4-yl)-1-ethenyl]-1-oxa-13-cyclohexadecene-2,6-dione 

Relevant articles and documents

Synthesis of C1-C6 fragment for epothilone A via lipase-catalyzed optical resolution

Synthesis of 5-oxo-(3S)-hydroxy-4,4-dimethylheptanoic acid (1), C1-C6 fragment of epothilone A, is described. Racemic tert-butyl 5-oxo-(3S)-acetoxy-4,4-dimethylheptanoate (5) was prepared by acylation of enamine followed by aldol condensation. Optical resolution of the heptanoate 5 was carried out by lipase catalyzed hydrolysis (yield 50%, > 98% e.e.).

Epothilon derivatives, method for the production and the use thereof as pharmaceuticals

Disclosed are epothilone compounds of formula I, which are useful as pharmaceutical compounds for treating, for example, malignant tumors and chronic inflammatory diseases and are useful in anti-angiogenesis therapy.

Total syntheses of epothilones B and D

A convergent, total synthesis of epothilones B (2) and D (4) is described. The key steps are Normant coupling to establish the desired (Z)-stereochemistry at C12-C13, Wadsworth-Emmons olefination of methyl ketone 28 with the phosphonate ester 8, diastereoselective aldol condensation of aldehyde 5 with the enolate of keto acid derivatives to form the C6-C7 bond, selective deprotection of acid 52, and macrolactonization.