(1R)-4,7,7-trimethyl-norborn-2-ene-2-carboxylic acid | 4488-63-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1R)-4,7,7-trimethyl-norborn-2-ene-2-carboxylic acid
• 英文别名: (1R)-4,7,7-Trimethyl-norborn-2-en-2-carbonsaeure；(1R)-4.7.7-Trimethyl-norbornen-(2)-carbonsaeure-(2)；(-)-Bornylen-3-carbonsaeure；(1R,4R)-4,7,7-trimethylbicyclo[2.2.1]hept-2-ene-2-carboxylic acid
• CAS: 4488-63-5
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: HNTSYTVEAHYEJK-GZMMTYOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1R)-4,7,7-trimethyl-norborn-2-ene-2-carboxylic acid 在 吡啶 、 氯化亚砜 作用下， 生成 (-)(1R)-4.7.7-trimethyl-norbornene-(2)-carboxylic acid-(2)-((1S)-3-oxo-4.7.7-trimethyl-norbornyl-(2ξ)-methyl ester)
  参考文献：
  名称：

  Beiträgezur Kenntnis der optischen叠加

  摘要：

  DOI：

  10.1002/hlca.193601901104
• 作为产物：
  描述：

  methyl 4,7,7-trimethyl-3-oxabicyclo[2.2.1]heptane-2-carboxylate 在 sodium hydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 (1R)-4,7,7-trimethyl-norborn-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Regioselective conversion of cycloalkanones to vinyl bromides with 1,2-functionality transposition. A general stratagem

  摘要：

  Cyclic beta-keto esters, available by regioselective acylation of cycloalkanone enolates, are rapidly transformed to alpha,beta-unsaturated acids. This functionality transposition allows the derived 3-hydroxy-4-methylthiazole-2-(3H)-thione derivatives to serve as precursors to synthetically useful vinyl bromides. The process involves heating the hydroxamate ester with AIBN in bromotrichloromethane solution. Alkylative and ring contractive variants of the methodology are highlighted. The short sequence makes available precursors to vinyl anions that are not otherwise conveniently accessible.

  DOI：

  10.1021/jo00021a044

文献信息

• Bredt, Journal fur praktische Chemie (Leipzig 1954), 1922, vol. <2> 104, p. 12
  作者：Bredt

  DOI：——

  日期：——
• Furness; Perkin, Journal of the Chemical Society, 1914, vol. 105, p. 2026
  作者：Furness、Perkin

  DOI：——

  日期：——
• Bredt et al., Journal fur praktische Chemie (Leipzig 1954), 1931, vol. <2> 131, p. 132,134
  作者：Bredt et al.

  DOI：——

  日期：——
• Conservative treatment of Garden stage I femoral neck fracture in elderly patients
  作者：J. Tanaka、N. Seki、F. Tokimura、Y. Hayashi

  DOI：10.1007/s004020100318

  日期：2002.1

  We reviewed 38 patients aged 65 years and older with fresh Garden stage I femoral neck fractures treated nonsurgically to determine factors that influence fracture union. The mean follow-up period was 20 (range 6-86) months. Twenty-three (61%) fractures united within 6 months after injury, while 15 (39%) failed to unite. The percentage of united fractures was considerably higher (p<0.01) in patients who began bed-to-wheelchair transfer training 14 days or later after injury than in those who began training within 13 days. The incidence of union was considerably higher (p<0.05) in patients who began ambulation 20 days or later after injury than in those who began within 19 days. There was no statistical difference in the amount of valgus or retroversion of the femoral head between patients whose fractures united and those whose fractures did not. Patients without severe dementia regained the ability to walk significantly more frequently than did patients with severe dementia (p<0.05).
• Suszko; Antkowiak, Roczniki Chemii, 1965, vol. 39, p. 1663,1667
  作者：Suszko、Antkowiak

  DOI：——

  日期：——