(2R,6S,8S)-2,8-dihydroxymethyl-10-aza-4-thia-1,7-dioxaspiro[5.5]undecane | 1161881-63-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2R,6S,8S)-2,8-dihydroxymethyl-10-aza-4-thia-1,7-dioxaspiro[5.5]undecane
• CAS: 1161881-63-5
• 化学式: C₉H₁₇NO₄S
• 分子量: 235.304
• InChiKey: AHBUZEOEMODVIS-YIZRAAEISA-N

反应信息

• 作为产物：
  描述：

  (2R,8S)-2,8-dihydroxymethyl-10-benzoyl-10-aza-4-thia-1,7-dioxaspiro[5.5]undecane 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (2R,6R,8S)-2,8-dihydroxymethyl-10-aza-4-thia-1,7-dioxaspiro[5.5]undecane 、 (2R,6S,8S)-2,8-dihydroxymethyl-10-aza-4-thia-1,7-dioxaspiro[5.5]undecane
  参考文献：
  名称：

  A flexible route to new spirodioxanes, oxathianes, and morpholines

  摘要：

  This work describes a modular efficient route to 10-aza-4-thia-, 10-aza-4-oxa-, and 10-oxa-4-thia-1,7-dioxaspiro[5.5]undecanes. The synthetic pathway relies upon the iterative nucleophilic substitution of 1,3-dichloropropan-2-one O-benzyloxime by solketal derivatives. The oxime key-intermediates, submitted to an acidic deprotection-spiroacetalization process, afforded these original spiroketal compounds in three steps, few purifications, and very good yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.03.044