404595-10-4

Basic information

• Product Name: (R)-O,O-dibenzylzearalane
• CAS NO: 404595-10-4
• Molecular Weight: 486.651
• Mol File: 404595-10-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-O,O-dibenzylzearalane(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-O,O-dibenzylzearalane(404595-10-4)
• EPA Substance Registry System: (R)-O,O-dibenzylzearalane(404595-10-4)

Safety Data

• Hazardous Substances Data: 404595-10-4(Hazardous Substances Data)

Upstream product

• 404342-43-4 (S)-methyl 2,4-dibenzyloxy-6-(10-hydroxyundecyl)benzoate 
• 213263-50-4 (+)-(S)-10-hydroxyundec-1-ene 
• 205056-73-1 methyl 2,4-dibenzyloxy-6-trifluoromethanesulfonyloxybenzoate 

Downstream Products

• 7344-47-0 (R)-zearalane 

Relevant articles and documents

The total synthesis of both enantiomers of the macrocyclic lactone zearalane

A straightforward approach to both enantiomers of zearalane is described from the enantiomerically pure alkenol (S)-4, prepared by a kinetic enzymatic resolution of the racemate. The key step is a Pd-catalyzed cross-coupling of an arene trifluoromethanesulfonate with a 9-alkyl-9-borabicyclo-[3.3.1]nonane derivative. The two enantiomers 2a and 2b have been obtained in an enantiodivergent manner by macrolactonization of the hydroxy acid (S)-7 with either Gerlach's modification of the Corey lactonization or a Mitsunobu lactonization.