415678-67-0

Basic information

• Product Name: methyl γ-(α,α-d2-benzyloxy)acetoacetate
• Synonyms: methyl γ-(α,α-d2-benzyloxy)acetoacetate
• CAS NO: 415678-67-0
• Molecular Weight: 224.225
• Mol File: 415678-67-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl γ-(α,α-d2-benzyloxy)acetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl γ-(α,α-d2-benzyloxy)acetoacetate(415678-67-0)
• EPA Substance Registry System: methyl γ-(α,α-d2-benzyloxy)acetoacetate(415678-67-0)

Safety Data

• Hazardous Substances Data: 415678-67-0(Hazardous Substances Data)

Upstream product

• 17790-81-7 methyl 4-bromo-3-oxobutanoate 
• 21175-64-4 1,1-dideuteriophenylmethanol 

Downstream Products

• 415678-76-1 (-)-menthyl γ-(α,α-d2-benzyloxy)acetoacetate 
• 415678-85-2 (-)-menthyl γ-(α,α-d2-benzyloxy)-α-diazo-β-ketoester 

Relevant articles and documents

Ruthenium(II) porphyrin catalyzed formation of (Z)-4-alkyloxycarbonyl-methylidene-1,3-dioxolanes from γ-alkoxy-γ-diazo-β-ketoesters

(equation presented) R1 = aryl, allyl R2= methyl, 2,4-dimethyl-3-pentyl and (-)-menthyl Ruthenum(II) porphyrins and dirhodium(II) acetate catalyze cyclization of γ-alkoxy-α-diazo-β-ketoesters to (Z)-4-(alkyloxycarbonylmethylidene)-1,3-dioxolanes selectively (ca. 68% yield) with no formation of 3(2H)-furanones. Reacting a diazo ketoester with [RuII(TTP)(CO)] [H2TTP = meso-tetrakis(p-tolyl) porphyrin] in toluene afforded a ruthenium carbenoid complex, which has been isolated and spectroscopically characterized. A mechanism involving hydrogen atom migration from the C-H bond to the ruthenium carbenoid is proposed.