21712-91-4

Basic information

• Product Name: tetramethyl 2-carboxymethyl-2-hydroxy-4-oxo-6-phenyl-1,3,5-cyclohexanetricarboxylic acid ester
• Synonyms: tetramethyl 2-carboxymethyl-2-hydroxy-4-oxo-6-phenyl-1,3,5-cyclohexanetricarboxylic acid ester
• CAS NO: 21712-91-4
• Molecular Weight: 436.416
• Mol File: 21712-91-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: tetramethyl 2-carboxymethyl-2-hydroxy-4-oxo-6-phenyl-1,3,5-cyclohexanetricarboxylic acid ester(CAS DataBase Reference)
• NIST Chemistry Reference: tetramethyl 2-carboxymethyl-2-hydroxy-4-oxo-6-phenyl-1,3,5-cyclohexanetricarboxylic acid ester(21712-91-4)
• EPA Substance Registry System: tetramethyl 2-carboxymethyl-2-hydroxy-4-oxo-6-phenyl-1,3,5-cyclohexanetricarboxylic acid ester(21712-91-4)

Safety Data

• Hazardous Substances Data: 21712-91-4(Hazardous Substances Data)

Upstream product

• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 100-52-7 benzaldehyde 

Relevant articles and documents

General approach for the synthesis of polyquinanes. Facile generation of molecular complexity via reaction of 1,2-dicarbonyl compounds with dimethyl 3-ketoglutarate

The condensation of dimethyl 3-ketoglutarate 1 with 1,2-dicarbonyl compounds provides access to the polyquinane derivatives tricyclo[6.3.0.01,S]undecane-3,7,9-trione 27, tricyclo[3.3.3.01,s]undecane 31; tetra-cyclo[5.5.1.04,13.010,13]-tridecane-2,6,8,12-tetraone 41; tetracycloI6.6.0.0u.0,l3ltetradecane-2,7,9,14-tetraone 44; and the tetracyclo(5.5.1.01013]tridecane triones Sb and 6b. The unique structure of staurane tetraone 41 has resulted in spontaneous resolution of the two antipodes on crystallization from DMF. In addition, examination of the crystal structures of tetraones 41 and 44, in terms of strain energy, coupled with the steric accessibility of the /5-diketone functionality contained in 41 and 44 have been employed to explain why tetraone 44 and trione 27 undergo a retro-Claisen reaction (CH3OH) more rapidly than staurane tetraone 41.

GENERAL APPROACH FOR THE SYNTHESIS OF POLYQUINANES. FACILE GENERATION OF MOLECULAR COMPLEXITY VIA REACTION OF 1,2-DICARBONYL COMPOUNDS WITH DIMETHYL 3-KETOGLUTARATE

The condensation of dimethyl 3-ketoglutarate 1 with 1,2-dicarbonyl compounds provides access to the polyquinane derivatives tricyclo1,5>undecane-3,7,9-trione 27, tricyclo1,5>undecane 31; tetracyclo4,13.010,13>-tridecane-2,6,8,12-tetraone 41; tetracyclo1,5.08,12>tetradecane-2,7,9,14-tetraone 44; and the tetracyclo10,13>tridecane triones 5b and 6b.The unique structure of staurane tetraone 41 has resulted in spontaneous resolution of the two antipodes on crystallization from DMF.In addition, examination of the crystal structures of tetraones 41 and 44, in terms of strain energy, coupled with the steric accessibility of the β-diketone functionality contained in 41 and 44 have been employed to explain why tetraone 44 and trione 27 undergo a retro-Claisen reaction (CH3OH) more rapidly than staurane tetraone 41.