6-(tert-butylsulfonyl)-3-oxa-6-azabicyclo[3.1.0]hexane | 798575-97-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 6-(tert-butylsulfonyl)-3-oxa-6-azabicyclo[3.1.0]hexane
• 英文别名: 6-(tert-butylsulfonyl)-6-aza-3-oxabicyclo[3.1.0]hexane；6-Tert-butylsulfonyl-3-oxa-6-azabicyclo[3.1.0]hexane
• CAS: 798575-97-0
• 化学式: C₈H₁₅NO₃S
• 分子量: 205.278
• InChiKey: CYKBWMKMTUPBGC-UHFFFAOYSA-N

物化性质

• 熔点：
  64-66 °C
• 沸点：
  306.6±52.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  54.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-噻吩基锂 、 6-(tert-butylsulfonyl)-3-oxa-6-azabicyclo[3.1.0]hexane 以 四氢呋喃 为溶剂， 反应 3.0h， 以66%的产率得到N-[3-(2-thienyl)-1-hydroxybut-3-en-2-yl]-2-methylpropane-2-sulfonamide
  参考文献：
  名称：

  有机锂诱导的氮丙啶的烷基化开环：不饱和氨基醇和醚的合成

  摘要：

  描述了有机锂诱导的N-磺酰基保护的叠氮基醚的烷基化开环。反应可以使用多种有机锂有效地进行，为不饱和氨基醇和醚提供了一种有希望的新策略。制备了顺式和反式-1,4-二甲氧基丁-2-烯衍生的氮丙啶，并详细说明了它们经受有机锂诱导的烷基化脱对称的倾向。后者氮丙啶的单一对映异构体的使用提供了对映纯不饱和氨基醚的途径。

  DOI：

  10.1021/jo0615201
• 作为产物：
  描述：

  (+/-)-N-[(3R,4S)-4-hydroxytetrahydrofuran-3-yl]-tert-butylsulfonamide 在 吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 32.0h， 生成 6-(tert-butylsulfonyl)-3-oxa-6-azabicyclo[3.1.0]hexane
  参考文献：
  名称：

  The output of amplified spontaneous emission lasers

  摘要：

  The output of amplified spontaneous emission (ASE) lasers such as X-ray lasers operated without mirrors is calculated exactly for Gaussian and Lorentzian small signal gain profiles by a simple Taylor series expansion. The accuracy of the 'Linford' formula commonly used as an approximation for the output of ASE lasers is evaluated by comparison to our exact solutions. The Linford formula is accurate to better than 10% for intensities produced by a Gaussian gain profile, but requires multiplication by a correction factor of at gain length product greater than 5 for Lorentzian gain profiles. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.jqsrt.2006.02.064

文献信息

• Unsaturated 1,2-amino alcohols and ethers from aziridines and organolithiums
  作者：David M. Hodgson、Bogdan Štefane、Timothy J. Miles、Jason Witherington

  DOI：10.1039/b409486g

  日期：——

  Organolithium-induced ring-opening of aziridines of 2,5-dihydrofuran (5 and 8) and 1,4-dimethoxybut-2-ene (16, 17 and 23) gives 3-substituted 2-aminobut-3-en-1-ols 9–15 and amino ethers 18–20 and 24–26.

  有机锂诱导的氮杂环中的环打开反应，涉及2,5-二氢呋喃（5和8）和1,4-二甲氧基丁-2-烯（16、17和23），生成3-取代的2-氨基丁-3-烯-1-醇（9–15）以及氨基醚（18–20和24–26）。
• Organolithium-mediated conversion of β-functionalised aziridines into alkynyl amino alcohols and diamines
  作者：Jianhui Huang、Peter O'Brien

  DOI：10.1039/b510920e

  日期：——

  The direct conversion of dihydrofuran and dihydropyrrole N-triisopropylbenzenesulfonyl aziridines into alkynyl amino alcohols and diamines respectively can be achieved using 3 equiv. sec-butyllithium–PMDETA in THF; use of n-butyllithium and (−)-sparteine in Et2O gave an alkynyl amino alcohol in 60% ee.

  二氢呋喃和二氢吡咯N-三异丙基苯磺酰氮丙啶分别直接转化为炔基氨基醇和二胺，可使用3当量的叔丁基锂-PMDETA在THF中实现；使用正丁基锂和（∘）-sparteine在Et2O中可得到60%ee的炔基氨基醇。
• The output of amplified spontaneous emission lasers
  作者：H. Huang、G.J. Tallents

  DOI：10.1016/j.jqsrt.2006.02.064

  日期：2006.12

  The output of amplified spontaneous emission (ASE) lasers such as X-ray lasers operated without mirrors is calculated exactly for Gaussian and Lorentzian small signal gain profiles by a simple Taylor series expansion. The accuracy of the 'Linford' formula commonly used as an approximation for the output of ASE lasers is evaluated by comparison to our exact solutions. The Linford formula is accurate to better than 10% for intensities produced by a Gaussian gain profile, but requires multiplication by a correction factor of at gain length product greater than 5 for Lorentzian gain profiles. (c) 2006 Elsevier Ltd. All rights reserved.
• Organolithium-Induced Alkylative Ring Opening of Aziridines:  Synthesis of Unsaturated Amino Alcohols and Ethers
  作者：David M. Hodgson、Bogdan Štefane、Timothy J. Miles、Jason Witherington

  DOI：10.1021/jo0615201

  日期：2006.10.1

  Organolithium-induced alkylative ring opening of N-sulfonyl-protected aziridinyl ethers is described. The reactions were efficiently carried out with a variety of organolithiums, providing a promising new strategy to unsaturated amino alcohols and ethers. Cis- and trans-1,4-dimethoxybut-2-ene-derived aziridines were prepared, and their propensity to undergo organolithium- induced alkylative desymmetrization

  描述了有机锂诱导的N-磺酰基保护的叠氮基醚的烷基化开环。反应可以使用多种有机锂有效地进行，为不饱和氨基醇和醚提供了一种有希望的新策略。制备了顺式和反式-1,4-二甲氧基丁-2-烯衍生的氮丙啶，并详细说明了它们经受有机锂诱导的烷基化脱对称的倾向。后者氮丙啶的单一对映异构体的使用提供了对映纯不饱和氨基醚的途径。