6-Oxo-8-methyl-nonansaeure | 2570-89-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 6-Oxo-8-methyl-nonansaeure
• 英文别名: 8-Methyl-6-ketononansaeure；8-Methyl-6-oxononanoic acid
• CAS: 2570-89-0
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: PZRIGYVMQDCNSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Oxo-8-methyl-nonansaeure 在 盐酸 、 18-冠醚-6 、 一水合肼 、 potassium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 4.0h， 生成 8-methylnonanoic acid
  参考文献：
  名称：

  CN117105799

  摘要：

  公开号：
• 作为产物：
  描述：

  异戊酰氯 在 盐酸 、 sodium hydroxide 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 102.0h， 生成 6-Oxo-8-methyl-nonansaeure
  参考文献：
  名称：

  Asymmetric Synthesis of 2-Alkyl-Perhydroazepines from [5,3,0]-Bicyclic Lactams

  摘要：

  The synthesis and utility of a novel class of [5,3,0]-bicyclic lactams are described. Produced by the cyclodehydration of (R)-phenylglycinol with omega -keto acids, lactams 4-6 were obtained as separable diastereomeric mixtures (similar to2:1) in low yields (similar to 40%). Higher chemical yield (up to 61%) was realized tia an alternate route involving ring closure metathesis of 2-allyl-N-acroyl oxazolidines, 8. Stereoselective reductions of the syn-bicyclic lactams, 4a and 5a, occurred with the use of alane or lithiumaluminum hydride, affording azepine alcohols, 11a and;15a, of the R configuration at the 2-position, in good to moderate yields (50-88%). High selectivity was also observed in the diisobutylaluminum hydride reduction of the epimeric anti lactams, 4b and 5b, affording azepine alcohols, 11b and 15b, of the S configuration at C-2. Hydrogenolytic cleavage of the N-benzyl moiety afforded chiral 2-substituted perhydroazepines, (R)- and (S)-12, in good yields and good enantiomeric excesses (84-94%).

  DOI：

  10.1021/jo001548r

文献信息

• Spaeth; Darling, Chemische Berichte, 1930, vol. 63, p. 741
  作者：Spaeth、Darling

  DOI：——

  日期：——
• CANCEILL J.; GABARD J.; JACQUES J.; BILLARD J., BULL. SOC. CHIM. FRANCE <BSCF-AS>, 1975, NO 9-10, PART. 2, 2066-2072, 10
  作者：CANCEILL J.、 GABARD J.、 JACQUES J.、 BILLARD J.

  DOI：——

  日期：——
• CN117105799
  申请人：——

  公开号：——

  公开（公告）日：——
• Asymmetric Synthesis of 2-Alkyl-Perhydroazepines from [5,3,0]-Bicyclic Lactams
  作者：A. I. Meyers、Susan V. Downing、Michael J. Weiser

  DOI：10.1021/jo001548r

  日期：2001.2.1

  The synthesis and utility of a novel class of [5,3,0]-bicyclic lactams are described. Produced by the cyclodehydration of (R)-phenylglycinol with omega -keto acids, lactams 4-6 were obtained as separable diastereomeric mixtures (similar to2:1) in low yields (similar to 40%). Higher chemical yield (up to 61%) was realized tia an alternate route involving ring closure metathesis of 2-allyl-N-acroyl oxazolidines, 8. Stereoselective reductions of the syn-bicyclic lactams, 4a and 5a, occurred with the use of alane or lithiumaluminum hydride, affording azepine alcohols, 11a and;15a, of the R configuration at the 2-position, in good to moderate yields (50-88%). High selectivity was also observed in the diisobutylaluminum hydride reduction of the epimeric anti lactams, 4b and 5b, affording azepine alcohols, 11b and 15b, of the S configuration at C-2. Hydrogenolytic cleavage of the N-benzyl moiety afforded chiral 2-substituted perhydroazepines, (R)- and (S)-12, in good yields and good enantiomeric excesses (84-94%).
• Canceill,J. et al., Bulletin de la Societe Chimique de France, 1975, p. 2066 - 2072
  作者：Canceill,J. et al.

  DOI：——

  日期：——