Synthesis of Novel 1,1′-Spirobiindane-7,7′-diol Derivatives
WANG Ping-an1, GAO Jun-ping2, HU Hao-yuan1, WANG Qiao-feng1
1. Department of Medicinal Chemistry, the Fourth Military Medical University, Xi’an 710032, China; 2. Jiangsu Yangnong Chemical Group Co.,LTD., Yangzhou 225009 ,China
Abstract:6,6′-Dibromo-7′-[(tert-butyldimethylsilyl)oxy]-2,2′,3,3′-tetrahydro-1,1′-spirobi[inden]-7-ol(2) was synthesized by etherification of TBSOTf with 6,6′-dibromo-spirobiindane(1), which was obtained by bromination of SPINOL with NBS. 6,6′-Dimethyl-1,1′-spirobiindane-7,7′-bis(1-methoxymethoxy)(4) was obtained by hydroxyl protection and methylation from SPINOL. 7′-[(Tert-butyldimethylsilyl)oxy]-6,6′-dimethyl-2,2′,3,3′-tetrahydro-1,1′-spirobi[inden]-7-ol(6) was synthesized by deprotection and single-protection with TBSOTf from 4. 2 and 6 were novel compounds and the structures were characterized by 1H NMR, 13C NMR and HR-ESI-MS.
王平安, 高俊萍, 胡浩远, 王巧峰. 新型螺双二氢茚二酚衍生物的合成[J]. 合成化学, 2015, 23(10): 945-947.
WANG Ping-an,GAO Jun-ping, HU Hao-yuan, WANG Qiao-feng. Synthesis of Novel 1,1′-Spirobiindane-7,7′-diol Derivatives. Chinese Journal of Synthetic Chemistry, 2015, 23(10): 945-947.