Trifluoro-methanesulfonic acid (R)-4-(3-methoxy-phenyl)-4-methyl-5-oxo-cyclopent-1-enyl ester | 332913-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Trifluoro-methanesulfonic acid (R)-4-(3-methoxy-phenyl)-4-methyl-5-oxo-cyclopent-1-enyl ester
• 英文别名: [(4R)-4-(3-methoxyphenyl)-4-methyl-5-oxocyclopenten-1-yl] trifluoromethanesulfonate
• CAS: 332913-38-9
• 化学式: C₁₄H₁₃F₃O₅S
• 分子量: 350.315
• InChiKey: LCTASJLKTXDEQS-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid (R)-4-(3-methoxy-phenyl)-4-methyl-5-oxo-cyclopent-1-enyl ester 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 生成 (R)-2-(3-methoxy-phenyl)-2-methyl-cyclopentanone
  参考文献：
  名称：

  7,7-Dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of ketodicyclopentadiene: a new route to (−)-physostigmine, (−)-physovenine, and (−)-aphanorphine

  摘要：

  A new diastercocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02171-7
• 作为产物：
  描述：

  (+/-)-2,2-dimethyl-3αβ,6αβ-dihydro-4H-cyclopenta-1,3-dioxol-4-one 在 palladium on activated charcoal 、 二(氰基苯)二氯化钯 吡啶 、 N-甲基吡咯烷酮 、 copper(l) iodide 、 三苯胂 、 氢气 、 碘 、 亚膦酸 、 sodium nitrite 作用下， 以 吡啶 、 甲醇 、 四氯化碳 、 水 为溶剂， 生成 Trifluoro-methanesulfonic acid (R)-4-(3-methoxy-phenyl)-4-methyl-5-oxo-cyclopent-1-enyl ester
  参考文献：
  名称：

  7,7-Dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of ketodicyclopentadiene: a new route to (−)-physostigmine, (−)-physovenine, and (−)-aphanorphine

  摘要：

  A new diastercocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02171-7

文献信息

• 7,7-Dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of ketodicyclopentadiene: a new route to (−)-physostigmine, (−)-physovenine, and (−)-aphanorphine
  作者：Keigo Tanaka、Takahiko Taniguchi、Kunio Ogasawara

  DOI：10.1016/s0040-4039(00)02171-7

  日期：2001.2

  A new diastercocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone. (C) 2001 Elsevier Science Ltd. All rights reserved.