68906-75-2

Basic information

• Product Name: (7R,8S)-7,8-epoxy-7,8,9,10-tetrahydrobenzopyrene
• Synonyms: (7R,8S)-7,8-epoxy-7,8,9,10-tetrahydrobenzopyrene
• CAS NO: 68906-75-2
• Molecular Weight: 270.331
• Mol File: 68906-75-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (7R,8S)-7,8-epoxy-7,8,9,10-tetrahydrobenzopyrene(CAS DataBase Reference)
• NIST Chemistry Reference: (7R,8S)-7,8-epoxy-7,8,9,10-tetrahydrobenzopyrene(68906-75-2)
• EPA Substance Registry System: (7R,8S)-7,8-epoxy-7,8,9,10-tetrahydrobenzopyrene(68906-75-2)

Upstream product

• 68872-23-1 (-)-trans-8-bromo-7-menthyloxyacetoxy-7,8,9,10-tetrahydrobenzopyrene 
• 17573-15-8 9,10-dihydro benzopyrene 

Downstream Products

• 17550-74-2 cis-7,8-dihydroxy-7,8,9,10-tetrahydrobenzopyrene 
• 62314-69-6 (7S,8S)-7,8,9,10-Tetrahydro-benzo[def]chrysene-7,8-diol 
• 17573-27-2 (S)-7,8,9,10-Tetrahydro-benzo[def]chrysen-8-ol 

Relevant articles and documents

Enantioselective Synthesis of the (+)-anti-7,8-Dihydrodiol-9,10-epoxide of the Potent Carcinogen Benzopyrene

The title compound, the most important genotoxic metabolite of benzopyrene, has been prepared efficiently in a synthesis which capitalized on Jacobsen-type enantioselective epoxidation of 9,10-dihydrodibenzopyrene, cleavage of the epoxide by KOH-Me2SO to give the tetrahydro-trans-7,8-diol, and formation of the dibenzoate from which the contaminating antipode was removed by crystallization.

Enantioselective synthesis of the tumorigenic anti-diol epoxide metabolites of benzo[a]pyrene

Efficient, highly enantioselective syntheses of (+) and (-)-anti-benzo[a]pyrene diol epoxide (BPDE) from 9,10-dihydrobenzo[a]pyrene are described. Initial epoxidation catalyzed by (salen) Mn(III) complex gives 7,8-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (