(E)-5-(Dimethoxy-phosphoryl)-pent-4-enoic acid tert-butyl ester | 499772-91-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-5-(Dimethoxy-phosphoryl)-pent-4-enoic acid tert-butyl ester
• 英文别名: tert-butyl (E)-5-[dimethoxy(oxido)phosphaniumyl]pent-4-enoate
• CAS: 499772-91-7
• 化学式: C₁₁H₂₁O₅P
• 分子量: 264.259
• InChiKey: CEMQPOSUBFIGGO-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-5-(Dimethoxy-phosphoryl)-pent-4-enoic acid tert-butyl ester 在 甲酸 、 草酰氯 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 7.0h， 生成 ((E)-6-Diazo-5-oxo-hex-1-enyl)-phosphonic acid dimethyl ester
  参考文献：
  名称：

  Synthesis of constrained cycloalkyl analogues of glutamic acid with an ω-phosphonic acid function

  摘要：

  A general method based on the sequential reactivities of bis-bromocycloalkenes (3-5) is proposed for the preparation of phosphonocycloalkanes (1a/b-3a/b), representing structural constrained analogues of AP4. For the synthesis,of an additional congested AP4 analogue (4), an intramolecular cyclopropanation of a ketocarbene towards a vinyphoshonate, assisted by Rh(OAc)(2) was successfully experimented. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)01858-0
• 作为产物：
  描述：

  4-戊酸叔丁酯 在 二甲基硫 、 臭氧 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 (E)-5-(Dimethoxy-phosphoryl)-pent-4-enoic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis of constrained cycloalkyl analogues of glutamic acid with an ω-phosphonic acid function

  摘要：

  A general method based on the sequential reactivities of bis-bromocycloalkenes (3-5) is proposed for the preparation of phosphonocycloalkanes (1a/b-3a/b), representing structural constrained analogues of AP4. For the synthesis,of an additional congested AP4 analogue (4), an intramolecular cyclopropanation of a ketocarbene towards a vinyphoshonate, assisted by Rh(OAc)(2) was successfully experimented. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(02)01858-0

文献信息

• Synthesis of constrained cycloalkyl analogues of glutamic acid with an ω-phosphonic acid function
  作者：Bernard Bessières、Angèle Schoenfelder、Céline Verrat、André Mann、Paul Ornstein、Conception Pedregal

  DOI：10.1016/s0040-4039(02)01858-0

  日期：2002.10

  A general method based on the sequential reactivities of bis-bromocycloalkenes (3-5) is proposed for the preparation of phosphonocycloalkanes (1a/b-3a/b), representing structural constrained analogues of AP4. For the synthesis,of an additional congested AP4 analogue (4), an intramolecular cyclopropanation of a ketocarbene towards a vinyphoshonate, assisted by Rh(OAc)(2) was successfully experimented. (C) 2002 Published by Elsevier Science Ltd.