154013-20-4

Basic information

• Product Name: 5-Cyclohexene-1,2,3,4-tetrol, 5-bromo-, (1R,2R,3S,4S)-
• CAS NO: 154013-20-4
• Molecular Formula: C6H9BrO4
• Molecular Weight: 225.039
• Mol File: 154013-20-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 5-Cyclohexene-1,2,3,4-tetrol, 5-bromo-, (1R,2R,3S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Cyclohexene-1,2,3,4-tetrol, 5-bromo-, (1R,2R,3S,4S)-(154013-20-4)
• EPA Substance Registry System: 5-Cyclohexene-1,2,3,4-tetrol, 5-bromo-, (1R,2R,3S,4S)-(154013-20-4)

Safety Data

• Hazardous Substances Data: 154013-20-4(Hazardous Substances Data)

Upstream product

• 130669-75-9 (3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole 
• 67451-62-1 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene 
• 137501-12-3 (3aS,4R,5R,7aS)-7-bromo-2,2-dimethyl-3a,4,5,7a-tetrahydrobenzo[d][1,3]dioxole-4,5-diol 

Downstream Products

• 900791-79-9 (1S,2R,5S,6S)-6-(acetyloxy)-2,3,5-tribromo-3-cyclohexenyl acetate 
• 320410-72-8 (1R,2R)-4-bromo-3,5-cyclohexadiene-1,2-diol 
• 900792-26-9 (1R,2R)-1,2-di-tert-butyldimethylsilyloxy-4-phenylcyclohexa-3,5-diene 
• 900792-24-7 (1R,2R)-1,2-di-tert-butyldimethylsilyloxy-4-bromocyclohexa-3,5-diene 

Relevant articles and documents

Chemoenzymatic Synthesis of the Antifungal Compound (–)-Pestynol by a Convergent, Sonogashira Construction of the Central Yne-Diene

A total synthesis of the fungal-derived natural product pestynol is reported via a convergent chemoenzymatic approach from the readily available precursors geranyl bromide, ethyl acetoacetate, trimethylsilylacetylene, and bromobenzene. Synthetic (–)-pestynol proved to be identical in all respects to the natural material, allowing confirmation of the structure including absolute stereochemistry.

Enantiopure arene dioxides: Chemoenzymatic synthesis and application in the production of trans-3,4-dihydrodiols

Enantiopure syn- and anti-arene dioxides are synthesised from cis-dihydrodiol metabolites; anti-benzene dioxides are reduced to enantiopure trans-3,4-dihydrodiols while synbenzene dioxides racemise thermally via 1,4-dioxocins.