(3R,4S)-3-benzyl-4-ethynyl-2-prop-2-en-1-yl-3,4-dihydro-2H-5,1,2-benzoxathiazepine 1,1-dioxide | 1226968-14-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,4S)-3-benzyl-4-ethynyl-2-prop-2-en-1-yl-3,4-dihydro-2H-5,1,2-benzoxathiazepine 1,1-dioxide
• 英文别名: (3R,4S)-3-benzyl-4-ethynyl-2-prop-2-enyl-3,4-dihydro-5,1lambda6,2-benzoxathiazepine 1,1-dioxide；(3R,4S)-3-benzyl-4-ethynyl-2-prop-2-enyl-3,4-dihydro-5,1λ6,2-benzoxathiazepine 1,1-dioxide
• CAS: 1226968-14-4
• 化学式: C₂₀H₁₉NO₃S
• 分子量: 353.442
• InChiKey: OHTSMRUFMRCUIC-MSOLQXFVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3R,4S)-3-benzyl-4-ethynyl-2-prop-2-en-1-yl-3,4-dihydro-2H-5,1,2-benzoxathiazepine 1,1-dioxide 在 Grubbs catalyst first generation 、 lead(IV) tetraacetate 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以95%的产率得到(10S,14R)-14-benzyl-11-ethenyl-9-oxa-2-thia-1-azatricyclo[8.3.1.0(3,8)]tetradeca-3,5,7,11-tetraene 2,2-dioxide
  参考文献：
  名称：

  Stereochemical and Skeletal Diversity Arising from Amino Propargylic Alcohols

  摘要：

  An efficient synthetic pathway to the possible stereoisomers of skeletally diverse heterocyclic small molecules is presented. The change in shape brought about by different intramolecular cyclizations of diastereoisomeric amino propargylic alcohols is quantified using principal moment-of-inertia (PMI) shape analysis.

  DOI：

  10.1021/ol100914b
• 作为产物：
  描述：

  N-allyl-N-((2R,3S)-3-hydroxy-1-phenylpent-4-yn-2-yl)-2-nitrobenzenesulfonamide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到(3R,4S)-3-benzyl-4-ethynyl-2-prop-2-en-1-yl-3,4-dihydro-2H-5,1,2-benzoxathiazepine 1,1-dioxide
  参考文献：
  名称：

  Stereochemical and Skeletal Diversity Arising from Amino Propargylic Alcohols

  摘要：

  An efficient synthetic pathway to the possible stereoisomers of skeletally diverse heterocyclic small molecules is presented. The change in shape brought about by different intramolecular cyclizations of diastereoisomeric amino propargylic alcohols is quantified using principal moment-of-inertia (PMI) shape analysis.

  DOI：

  10.1021/ol100914b

文献信息

• Stereochemical and Skeletal Diversity Arising from Amino Propargylic Alcohols
  作者：Daniela Pizzirani、Taner Kaya、Paul A. Clemons、Stuart L. Schreiber

  DOI：10.1021/ol100914b

  日期：2010.6.18

  An efficient synthetic pathway to the possible stereoisomers of skeletally diverse heterocyclic small molecules is presented. The change in shape brought about by different intramolecular cyclizations of diastereoisomeric amino propargylic alcohols is quantified using principal moment-of-inertia (PMI) shape analysis.