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(+)-Hexacyclinol

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Date

Authors

Pinkerton, David
Banwell, Martin
Willis, Anthony

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Publisher

Munksgaard International Publishers

Abstract

A sample of the title compound [systematic name: (1aS,2aS,3S,5aS,6aS,7R, 7aS,7bS,8R,8aS,10R)-7-hydr-oxy-3-(1-meth-oxy-1-methyl-ethyl)-10-(2-methyl-1- propen-yl)-1a,5a,6a,7,7a,7b,8,8a-octa-hydro-2H-8,2a-(epoxy-methano)phenanthro[2, 3-b:6,7-b']bis-oxirene-2,5(3H)-dione], C23H28O 7, was generated by enanti-oselective synthesis. There are three molecules of the compound in the crystallographic asymmetric unit. Hydrogen bonding between alcohol H atoms and keto groups of adjacent molecules appears to stabilize the structure. The compound is enanti-omerically pure but the absolute configuration could not be determined directly in this study. Accordingly, the illustrated configuration was assigned on the basis of the nature of the chiral nonracemic precursor used in the synthesis.

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Citation

Source

Acta Crystallographica Section E: Structure Reports Online

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Restricted until

2037-12-31