[(4R)-2-cyclopentyl-9-fluoro-1,1-dioxo-3,4-dihydro-5,1lambda6,2-benzoxathiazepin-4-yl]methyl butanoate | 1252919-76-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(4R)-2-cyclopentyl-9-fluoro-1,1-dioxo-3,4-dihydro-5,1lambda6,2-benzoxathiazepin-4-yl]methyl butanoate
• 英文别名: [(4R)-2-cyclopentyl-9-fluoro-1,1-dioxo-3,4-dihydro-5,1λ6,2-benzoxathiazepin-4-yl]methyl butanoate
• CAS: 1252919-76-8
• 化学式: C₁₈H₂₄FNO₅S
• 分子量: 385.457
• InChiKey: UAQVYQATDMSWEY-CQSZACIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-异丙基苯酚 、 [(4R)-2-cyclopentyl-9-fluoro-1,1-dioxo-3,4-dihydro-5,1lambda6,2-benzoxathiazepin-4-yl]methyl butanoate 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以28%的产率得到(R)-(2-cyclopentyl-9-(4-isopropylphenoxy)-1,1-dioxido-3,4-dihydro-2H-benzo[b][1,4,5]oxathiazepin-4-yl)methyl butyrate
  参考文献：
  名称：

  S_NAr-Based, Facile Synthesis of a Library of Benzothiaoxazepine-1,1′-dioxides

  摘要：

  The construction of a library of benzothiaoxazepine-1,1'-dioxides utilizing a one-pot, SNAr diversification ODCT50 scavenging protocol is reported. This protocol combines microwave irradiation to facilitate the reaction, in conjunction with a soluble ROMP-derived scavenger (ODCT) to afford the desired products in good overall purity. Utilizing this protocol, a 78-member library was successfully synthesized and submitted for biological evaluation.

  DOI：

  10.1021/cc1001023
• 作为产物：
  描述：

  N-cyclopentyl-2,6-difluorobenzene-1-sulfonamide 、 (R)-(-)-丁酸缩水甘油酯 在 苄基三乙基氯化铵 、 caesium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以82%的产率得到[(4R)-2-cyclopentyl-9-fluoro-1,1-dioxo-3,4-dihydro-5,1lambda6,2-benzoxathiazepin-4-yl]methyl butanoate
  参考文献：
  名称：

  S_NAr-Based, Facile Synthesis of a Library of Benzothiaoxazepine-1,1′-dioxides

  摘要：

  The construction of a library of benzothiaoxazepine-1,1'-dioxides utilizing a one-pot, SNAr diversification ODCT50 scavenging protocol is reported. This protocol combines microwave irradiation to facilitate the reaction, in conjunction with a soluble ROMP-derived scavenger (ODCT) to afford the desired products in good overall purity. Utilizing this protocol, a 78-member library was successfully synthesized and submitted for biological evaluation.

  DOI：

  10.1021/cc1001023

文献信息

• S_NAr-Based, Facile Synthesis of a Library of Benzothiaoxazepine-1,1′-dioxides
  作者：Alan Rolfe、Thiwanka B. Samarakoon、Sarra V. Klimberg、Marek Brzozowski、Benjamin Neuenswander、Gerald H. Lushington、Paul R. Hanson

  DOI：10.1021/cc1001023

  日期：2010.11.8

  The construction of a library of benzothiaoxazepine-1,1'-dioxides utilizing a one-pot, SNAr diversification ODCT50 scavenging protocol is reported. This protocol combines microwave irradiation to facilitate the reaction, in conjunction with a soluble ROMP-derived scavenger (ODCT) to afford the desired products in good overall purity. Utilizing this protocol, a 78-member library was successfully synthesized and submitted for biological evaluation.