1924-30-7

Basic information

• Product Name: diethyl 2-phenylhexanedioate
• Synonyms: diethyl 2-phenylhexanedioate
• CAS NO: 1924-30-7
• Molecular Weight: 278.348
• Mol File: 1924-30-7.mol

Chemical Properties

• CAS DataBase Reference: diethyl 2-phenylhexanedioate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-phenylhexanedioate(1924-30-7)
• EPA Substance Registry System: diethyl 2-phenylhexanedioate(1924-30-7)

Safety Data

• Hazardous Substances Data: 1924-30-7(Hazardous Substances Data)

Upstream product

• 2969-81-5 Ethyl 4-bromobutyrate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 4553-07-5 ethyl phenylcyanoacetate 
• 140-29-4 phenylacetonitrile 
• 64-17-5 ethanol 
• 2628-88-8 2-phenyl-1,6-hexanedioic acid 

Downstream Products

• 312312-85-9 7-phenyl-6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4-(3H,5H)-dione 
• 312312-81-5 2-Amino-7-phenyl-6,7-dihydrocyclopenta[e][1,3]oxazin-4(5H)-one 
• 312312-82-6 7-Phenyl-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione 
• 312312-75-7 ethyl 3-phenyl-2-oxocyclopentane-1-carboxylate 

Relevant articles and documents

Synthesis of annelated analogues of 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (MKC-442) using 1,3-oxazine-2,4(3H)-diones as key intermediates

Condensation of ethyl 3-phenyl-2-oxocyclopentanecarboxylate 5 with 2-(S-methylthio)isourea followed by hydrolysis with HC1 gave 6,7-dihydro-7-phenylcyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione (10a). 7,8-Dihydro-8-phenyl-6H-cyclohexa[e][1,3]oxazine-2,4(3H,5H)-dione (10b) was synthesised by reacting 2-phenylcyclohexanone (9b) with N-(chlorocarbonyl) isocyanate. The oxazines 10a,b were reacted with ammonia to obtain the corresponding uracil derivatives 12a,b which after silylation were alkylated with diethoxymethane using trimethylsilyl triflate (TMS-triflate) as the catalyst or alkylated with chloromethyl ethyl ether to give annelated MKC-442 analogues 2,3 which are locked in a conformation close to the one of MKC-442. In spite of this, only moderate activities were found against HIV-1 for the annelated analogues of MKC-442. The Royal Society of Chemistry 2000.

Dynamic Kinetic Resolution of I-Substituted Cyclic β-Ketoesters via Asymmetric Hydrogenation: Constructing Chiral Cyclic β-Hydroxyesters with Three Contiguous Stereocenters

An efficient asymmetric hydrogenation of racemic I-substituted cyclic β-ketoesters via dynamic kinetic resolution to provide chiral cyclic β-hydroxy esters with three contiguous stereocenters is reported. Using a chiral spiro iridium catalyst (R)-5 (Ir-SpiroSAP), a series of racemic I-Aryl/alkyl substituted cyclic β-ketoesters were hydrogenated to the corresponding chiral cyclic β-hydroxy esters in high yields (84-97%) with good to excellent enantioselectivities (69->99% ee) and cis,cis-selectivities (up to >99:1).