(2R,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-hydroxymethyl]cyclopentanone | 1169647-75-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-hydroxymethyl]cyclopentanone
• CAS: 1169647-75-9
• 化学式: C₁₉H₃₀O₄Si
• 分子量: 350.53
• InChiKey: JJSZLHMGAZJMGN-SZMVWBNQSA-N

反应信息

• 作为反应物：
  描述：

  (2R,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-hydroxymethyl]cyclopentanone 在 溶剂黄146 、 tetramethylammonium triacetoxyborohydride 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到(1R,2S,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-hydroxymethyl]cyclopentanol
  参考文献：
  名称：

  An enantioselective synthesis of carbafuranose sugars based on a linchpin carbacyclisation approach

  摘要：

  Enantiopure carbafuranose derivatives were synthesised via a linchpin carbacyclisation process starting from 1,4-bisepoxides. Both 2-deoxy and 2-deoxy-6-hydroxycarbafuranose derivatives were obtained, which were converted to suitably protected precursors for carbanucleoside synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.019
• 作为产物：
  描述：

  (1R,2S,3S)-[2-benzyloxy-3-(tert-butyldimethylsilanyloxy)-6,10-dithiaspiro[4,5]dec-1-yl]-methanol 在 N-溴代丁二酰亚胺(NBS) 、 lithium perchlorate 、 silver nitrate 作用下， 以 异丙醇 为溶剂， 以43%的产率得到(2R,3S,4S)-[3-benzyloxy-4-(tert-butyldimethylsilyloxy)-2-hydroxymethyl]cyclopentanone
  参考文献：
  名称：

  An enantioselective synthesis of carbafuranose sugars based on a linchpin carbacyclisation approach

  摘要：

  Enantiopure carbafuranose derivatives were synthesised via a linchpin carbacyclisation process starting from 1,4-bisepoxides. Both 2-deoxy and 2-deoxy-6-hydroxycarbafuranose derivatives were obtained, which were converted to suitably protected precursors for carbanucleoside synthesis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.02.019