141404-09-3Relevant articles and documents
Synthesis of a-ring synthon of 19-nor-1alpha,25-dihydroxyvitamin D3 from (D)-glucose
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Page 11, (2010/02/07)
The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.
Novel synthesis of 2-substituted 19-norvitamin D A-ring phosphine oxide from D-glucose as a building block
Shimizu, Masato,Iwasaki, Yukiko,Shibamoto, Yoshinori,Sato, Miki,DeLuca,Yamada, Sachiko
, p. 809 - 812 (2007/10/03)
19-Norvitamin D A-ring phosphine oxide 5 was synthesized by a new sequence mode starting from D-glucose as a chiral template. Transformation of the pyranoside ring into the A-ring carbocycle was achieved by the Pd-catalyzed Ferrier rearrangement. The phosphine oxide 5 was obtained in an 18% overall yield by this novel cost-effective method.
19-Nor-vitamin D3 compounds with substitutent at 2-position
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, (2008/06/13)
The 2α and 2β-hydroxy as well as the 2α(3'-hydroxypropoxy)- and 2β(3'-hydroxypropoxy)- and 2α(benzyloxy)- analogs of 19-nor-1α,25-dihydroxyvitamin D3 are disclosed. The two 2-hydroxy analogs showed in vivo calcium transport with little or no bo
Synthesis and biological activity of 2-hydroxy and 2-alkoxy analogs of 1α,25-dihydroxy-19-norvitamin D3
Sicinski,Perlman,DeLuca
, p. 3730 - 3738 (2007/10/02)
1α,2α,25-Trihydroxy-19-norvitamin D3, 1α,2β,25-trihydroxy-19- norvitamin D3, and their alkoxy analogs were efficiently prepared in a convergent synthesis, starting with (-)-quinic acid and a Windaus-Grundmann type ketone. Configurati