tert-butyl N-[oxo-[(Z)-oxolan-2-ylidenemethyl]-phenyl-lambda6-sulfanylidene]carbamate | 1200799-58-1

• 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: tert-butyl N-[oxo-[(Z)-oxolan-2-ylidenemethyl]-phenyl-lambda6-sulfanylidene]carbamate
• 英文别名: tert-butyl N-[oxo-[(Z)-oxolan-2-ylidenemethyl]-phenyl-λ6-sulfanylidene]carbamate
• CAS: 1200799-58-1
• 化学式: C₁₆H₂₁NO₄S
• 分子量: 323.413
• InChiKey: BDOZCNSLUPISOL-SEYXRHQNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  73.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-氯丁酸甲酯 、 N-tert-butyloxycarbonyl methyl phenyl sulfoximine 在 正丁基锂 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 tert-butyl N-[oxo-[(Z)-oxolan-2-ylidenemethyl]-phenyl-lambda6-sulfanylidene]carbamate 、 tert-butyl N-[oxo-[(E)-oxolan-2-ylidenemethyl]-phenyl-lambda6-sulfanylidene]carbamate
  参考文献：
  名称：

  Consecutive reactions with sulfoximines: a direct access to 2-sulfonimidoylylidene tetrahydrofurans and 6-sulfonimidoylmethyl-3,4-dihydro-2H-pyrans

  摘要：

  2-Sulfonimidoylylidene tetrahydrofurans and 2-sulfonimidoylylidene-5-vinyl tetrahydrofurans were readily synthesized via a consecutive acylation/SN2 sequence with total regio- and chemoselectivity from Johnson's sulfoximine derivatives. The same consecutive reaction could also be applied to the expeditious synthesis of 6-sulfonimidoylmethyl-3,4-dihydro-2H-pyrans. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.080

文献信息

• Consecutive reactions with sulfoximines: a direct access to 2-sulfonimidoylylidene tetrahydrofurans and 6-sulfonimidoylmethyl-3,4-dihydro-2H-pyrans
  作者：Marie-Alice Virolleaud、Vellaisamy Sridharan、Damien Mailhol、Damien Bonne、Cyril Bressy、Gaëlle Chouraqui、Laurent Commeiras、Yoann Coquerel、Jean Rodriguez

  DOI：10.1016/j.tet.2009.09.080

  日期：2009.11

  2-Sulfonimidoylylidene tetrahydrofurans and 2-sulfonimidoylylidene-5-vinyl tetrahydrofurans were readily synthesized via a consecutive acylation/SN2 sequence with total regio- and chemoselectivity from Johnson's sulfoximine derivatives. The same consecutive reaction could also be applied to the expeditious synthesis of 6-sulfonimidoylmethyl-3,4-dihydro-2H-pyrans. (C) 2009 Elsevier Ltd. All rights reserved.