37051-56-2

Basic information

• Product Name: 5-Oxo-2-cyclohexenecarboxylic acid
• Synonyms: 5-Oxo-2-cyclohexenecarboxylic acid
• CAS NO: 37051-56-2
• Molecular Weight: 140.139
• Mol File: 37051-56-2.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 5-Oxo-2-cyclohexenecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Oxo-2-cyclohexenecarboxylic acid(37051-56-2)
• EPA Substance Registry System: 5-Oxo-2-cyclohexenecarboxylic acid(37051-56-2)

Safety Data

• Hazardous Substances Data: 37051-56-2(Hazardous Substances Data)

Upstream product

• 586-38-9 3-Methoxybenzoic acid 

Downstream Products

• 134241-95-5 methyl 5-oxo-cyclohex-2-ene-1-carboxylate 
• 130714-76-0 (S)-3-((S)-2-Amino-4-methyl-pentanoylamino)-cyclohex-1-ene-1,3-dicarboxylic acid 
• 130714-77-1 (R)-3-((S)-2-Amino-4-methyl-pentanoylamino)-cyclohex-1-ene-1,3-dicarboxylic acid 
• 115730-38-6 (R)-(-)-1-Amino-2-cyclohexene-1,3-dicarboxylic Acid 
• 115730-35-3 (S)-(+)-1-Amino-2-cyclohexene-1,3-dicarboxylic Acid 
• 115730-35-3 (+/-) 1-Amino-2-cyclohexene-1,3-dicarboxylic Acid 
• 130714-74-8 Boc-Leu-DHCGA-dibenzylester 
• 130714-72-6 Boc-Leu-DHCGA 
• 24885-59-4 (+/-) cis-1-Aminocyclohexane-1,3-dicarboxylic Acid 
• 22748-45-4 5-oxocyclohex-3-ene-1-carboxylic acid 

Relevant articles and documents

Synthesis and resolution of DHCGA, a new conformationally rigid 3,4-dehydroglutamic acid analogue

(±)-1-amino-2-cyclohexene-1,3-dicarboxylic acid (DHCGA),an unsaturated cyclic analogue of glutamic acid, was prepared from 3-carboxy-4-cyclohexenone by a Bucherer-Bergs reaction. Resolution was performed through coupling with L-leucine and separation of the resulting diastereoisomeric dipeptides. Spectral data, including optical rotation and circular dichroism of both enantiomers of DHCGA are reported.

Processes for producing doxorubicin, daunomycinone, and derivatives of doxorubicin

Daunomycinone is a known precursor of the well known antibiotic and antineoplastic, doxorubicin. Daunomycinone may be synthesized by preparing mono ketal of a 1,4-naphthoquinone as the precursor of the CD rings of daunomycinone followed by preparing a pre

Processes for producing doxorubicin, daunomycinone, and derivatives of doxorubicin

To produce doxorubicin and its analogues, methyl 3alpha, 5alpha-dihydroxy-5beta-(trimethylsilylethynyl)-2alpha-nitromethylcyclohexane-1beta-carboxylate acetonide is condensed with 1,4-dihydro-4,4,5-trimethoxy-1-oxonaphthalene in the presence of 1,8-diazabicyclo-[5.4.0]undec-7-ene in an aprotic solvent to produce 3-[(2beta-carbomethoxy-4beta-ethynyl-4alpha, 6alpha-(di-0-isopropylidenyl)cyclohexanyl-1-yl]-nitromethyl-4,4,5-trimethoxy-1-oxo-1,2,3,4-tetrahydronaphthalene, which is cyclized to produce 9beta-ethynyl-12-hydroxy-7alpha,9alpha-(di-0-isopropylidenyl)-6-nitro-4,5,5-trimethoxy-5,5a,6,6a,7,8,9,10,10a,11-decahydro-11-naphthacenone. The decahydro-11-naphthacenone is converted to 7alpha-9alpha,(di-0-isopropylidenyl)-4,5-dimethoxy-9beta-ethynyl-12-hydroxy-6-nitro-6,6a,7,8,9,10,10a,11-octahydro-11,-naphthacenone. The octahydro-11-naphthacenone is oxidized to 7alpha-9alpha, (di-0-isopropylidenyl)-9beta-ethynyl-11-hydroxy-4-methoxy-6-nitro-7,8,9,10,-tetrahydro-5,12-naphthacenedione which is converted to 6-desoxy-6-nitrodaunomycinone, daunomycinone and related 6-substituted analogues of daunomycinone.