113618-27-2

Basic information

• Product Name: Benzenepropanoic acid, a-(1,3-dioxobutyl)-, methyl ester
• CAS NO: 113618-27-2
• Molecular Formula: C14H16O4
• Molecular Weight: 248.279
• Mol File: 113618-27-2.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanoic acid, a-(1,3-dioxobutyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanoic acid, a-(1,3-dioxobutyl)-, methyl ester(113618-27-2)
• EPA Substance Registry System: Benzenepropanoic acid, a-(1,3-dioxobutyl)-, methyl ester(113618-27-2)

Safety Data

• Hazardous Substances Data: 113618-27-2(Hazardous Substances Data)

Upstream product

• 29736-80-9 3,5-dioxohexanoic acid methyl ester 
• 100-39-0 benzyl bromide 

Downstream Products

• 92925-26-3 3-benzyl-4-hydroxy-6-methyl-pyran-2-one 

Relevant articles and documents

COPPER COMPLEX PROTECTION IN THE REGIOSELECTIVE ALKYLATION OF METHYL 3,5-DIOXOHEXANOATE. PREPARATION OF 3-ALKYL DERIVATIVES OF 4-HYDROXY-6-METHYL-2-PYRONE

Protection of the diketone moiety of the polyketide model methyl 3,5-dioxohexanoate by copper(II) complex formation followed by alkylation of the free C-2 position results in overall regioselective alkylation of the diketoester to afford methyl 2-alkyl-3,5-dioxohexanoates, which under cyclization afford 3-alkyl derivatives of triacetic acid lactone.

Copper and cobalt mediated regioselective alkylation of polyketide models: Methyl 3,5-dioxohexanoate and triacetic acid lactone

Regioselective C-alkylations at the intercarbonyl positions C-4 and C-2 of the polyketide model methyl 3,5-dioxohexanoate, 1, have been acomplished through reactions of its cobalt(II), 4a, and copper(II), 4b, complexes respectively. Some examples of double alkylations at both positions are presented. Cyclizations of the regioselectively substituted diketoesters so prepared gave triacetic acid lactone derivatives regioselectively alkylated at C-5 and at C-3.