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| 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 |
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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.
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Received: 17 April 2015
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2015, Vol. 23 
