(1S,2S,6R,7aR)-2-Benzyl-1,6-dihy­droxy­hexa­hydro­pyrrolizin-3-one

نویسندگان

  • F. L. Oliveira
  • K. R. L. Freire
  • R. Aparicio
  • F. Coelho
چکیده

In the title compound, C(14)H(17)NO(3), the dihedral angles show that the H atoms at two stereocenters are in a trans-diaxial configuration. In the crystal, the molecules are linked by O-H⋯O hydrogen bonds. The absolute configuration of the molecule has been established on the basis of refinement of the Hooft and Flack parameters.

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منابع مشابه

(1S,2E,6R,7aR)-1,6-Dihy­droxy-2-(4-nitro­benzyl­idene)-2,3,5,6,7,7a-hexa­hydro-1H-pyrrolizin-3-one

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(1S,2E,6R,7aR)-2-Benzyl­idene-1,6-dihy­droxy-2,3,5,6,7,7a-hexa­hydro-1H-pyrrolizin-3-one

In the title compound, C(14)H(15)NO(3), the conformation of the double bond was determined to be E, confirming the result obtained from two-dimensional NMR data. The five-membered rings of the pyrrolizine unit exhibit C-envelope conformations, with C atoms displaced from the mean planes formed by the remaining rings atoms by 0.1468 (15) and 0.5405 (17) Å. The mean planes of these rings (through...

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A Short Method for the Synthesis of Alpha-Tocopherol Side Chain

The enzymatic hydrolysis of meso-1,7-diacetoxy-2,6-dimethylheptane 5, prepared from 2,6-dimethylhepta-1,6-diene 6, gave the (2S,6R)-7-acetoxy-2,6-dimethyl-1-heptanol 1, which was transformed to the (2R,6R)-2,6,10-trimethyl-1-undecanol 7. In this manner, the C14 side chain of a-Tocopherol was synthesized from 2,6-dimethylhepta-1,6-diene 6 in only 5 steps.

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عنوان ژورنال:

دوره 68  شماره 

صفحات  -

تاریخ انتشار 2012