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Paper | Special issue | Vol 70, No. 1, 2006, pp.295-307
Published online, 15th September, 2006
DOI: 10.3987/COM-06-S(W)23
Two Convergent Approaches to the Synthesis of 1α,25-Dihydroxy-2β-(3-hydroxypropoxy)vitamin D3 (ED-71) by the Lythgoe and the Trost Coupling Reactions

Junji Maeyama, Hiroko Hiyamizu, Keisuke Takahashi, Jun Ishihara, Susumi Hatakeyama, and Noboru Kubodera*

*Chugai Pharmaceutical Co., Ltd., 2-1-1, Nihonbashi-Muromachi, Chuo-ku, Tokyo 103-8324, Japan

Abstract

Two convergent syntheses of 1α,25-dihydroxy-2β-(3-hydroxypropoxy)vitamin D3 (ED-71) by the Lythgoe coupling reaction between the A-ring phosphine oxide and the C/D-ring ketone and the Trost coupling reaction between the A-ring ene-yne and the C/D-ring bromomethylene are described.