A new experimental protocol has been established for the Clemmensen reduction of diosgenin and kryptogenin with the aim to prepare deuterated isotopomers of (25R)-26-hydroxycholesterol. Uncontrolled deuteration has been achieved from diosgenin, whereas [16,16,22,22,23,232 H-2(6)]-(25R)-26-hydroxycholesterol (1) can be synthesized from kryptogenin.
Clemmensen reduction of diosgenin and kryptogenin: synthesis of [16,16,22,22,23,23-H-2(6)]-(25R)-26-hydroxycholesterol / L. Alessandrini, P. Ciuffreda, E. Santaniello, G. Terraneo. - In: STEROIDS. - ISSN 0039-128X. - 69:13-14(2004), pp. 789-794. [10.1016/j.steroids.2004.09.009]
Clemmensen reduction of diosgenin and kryptogenin: synthesis of [16,16,22,22,23,23-H-2(6)]-(25R)-26-hydroxycholesterol.
L. AlessandriniPrimo
;P. CiuffredaSecondo
;E. SantanielloPenultimo
;G. TerraneoUltimo
2004
Abstract
A new experimental protocol has been established for the Clemmensen reduction of diosgenin and kryptogenin with the aim to prepare deuterated isotopomers of (25R)-26-hydroxycholesterol. Uncontrolled deuteration has been achieved from diosgenin, whereas [16,16,22,22,23,232 H-2(6)]-(25R)-26-hydroxycholesterol (1) can be synthesized from kryptogenin.
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