3-methyl-1-oxa-8-thia-2-azaspiro<4.5>dec-2-ene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻烷
• 英文名称: 3-methyl-1-oxa-8-thia-2-azaspiro<4.5>dec-2-ene
• 英文别名: 3-Methyl-1-oxa-8-thia-2-azaspiro[4.5]dec-2-ene
• 化学式: C₈H₁₃NOS
• 分子量: 171.263
• InChiKey: FRAJOUBBKYKNTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-methylenetetrahydro-4H-thiopyran 以28%的产率得到
  参考文献：
  名称：

  Froehlich J., Fiera L., Sauter F., Feng Y., Ertl P., Monatsh. Chem, 126 (1995) N 1, S 75-84

  摘要：

  DOI：

文献信息

• Regioselectivity of cycloadditions of nitrile oxides and nitrones to 4-methylene-tetrahydrothiopyrane
  作者：J. Fröhlich、L. Fišera、F. Sauter、Y. Feng、P. Ertl

  DOI：10.1007/bf00811759

  日期：1995.1

  The cycloaddition of nitrile oxides and nitrones to 4-methylene-tetrahydrothiopyrane proceeds regioselectively under the formation of spiro-substituted isoxazole derivatives 4 and 9. Semiempirical calculations (AM1) were used to analyze the electronic structure of reactants, energies of products, and activation barriers leading to these products in order to rationalize this exclusive regioselectivity. It was shown that the main factor responsible for the high stereoselectivity of this reaction is not frontier orbital control, but mainly electrostatic and steric interactions. The spiro compounds 4 were cleaved by hydrogenolysis to gamma-amino-alcohols 11, which were recyclized to spiro-oxazines 12 and 13.4 and 9 as well as 12 and 13 are derivatives of novel heterocylic systems.
• Froehlich J., Fiera L., Sauter F., Feng Y., Ertl P., Monatsh. Chem, 126 (1995) N 1, S 75-84
  作者：Froehlich J., Fiera L., Sauter F., Feng Y., Ertl P.

  DOI：——

  日期：——
• [EN] MACROLIDE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPOSÉS MACROLIDES ET PROCÉDÉS DE FABRICATION ET D'UTILISATION DE CEUX-CI
  申请人：RIB X PHARMACEUTICALS INC

  公开号：WO2008106225A1

  公开（公告）日：2008-09-04

  [EN] The present invention provides cycloalkyl containing macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, anti-proliferative, anti-inflammatory, and prokinetic agents.
  [FR] L'invention concerne des composés macrocycliques contenant un cycloalkyle utile en tant qu'agents thérapeutiques. Plus particulièrement, ces composés sont utiles en tant qu'agents anti-infectieux, anti-prolifération, anti-inflammatoires et procinétiques.
• [EN] MACROLIDE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPOSÉS MACROLIDES ET PROCÉDÉS POUR LEUR FABRICATION ET LEUR UTILISATION
  申请人：RIB X PHARMACEUTICALS INC

  公开号：WO2008143729A2

  公开（公告）日：2008-11-27

  [EN] The present invention provides a family of branched amide containing macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, antiproliferative, anti-inflammatory, and prokinetic agents.
  [FR] La présente invention concerne une famille d'amide ramifiée contenant des composés macrocycliques utiles comme agents thérapeutiques. En particulier, ces composés sont utiles comme agents anti-infectieux, anti-prolifération, anti-inflammatoire et procinétiques.