正丁醇-D7 | 91732-68-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 正丁醇-D7
• 中文别名: 1-丁醇-2,2,3,3,4,4,4-D7
• 英文名称: n-butanol-2,2,3,3,4,4,4-d₇
• 英文别名: <2,2,3,3,4,4,4-(2)H7>butan-1-ol；n-butyl-2,2,3,3,4,4,4-d7-alcohol；1-Butanol-2,2,3,3,4,4,4-D7；2,2,3,3,4,4,4-heptadeuteriobutan-1-ol
• CAS: 91732-68-2
• 化学式: C₄H₁₀O
• 分子量: 81.0672
• InChiKey: LRHPLDYGYMQRHN-NCKGIQLSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  5
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  正丁醇-D7 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2,2,3,3,4,4,4-d7-butyraldehyde
  参考文献：
  名称：

  Preparation of deuterium-labeled monounsaturated and saturated fatty acids for use as stable isotope metabolic tracers

  摘要：

  报道了一些适用于合成多种d7标记的单不饱和和饱和脂肪酸的合成路线。利用这些反应序列，制备了d7-油酸 [18:1 (9c)]、d7-艾拉酸 [18:1 (9t)] 和d7-硬脂酸 (18:0)，作为代谢研究中稳定同位素标记的示踪剂使用。版权 © 2006 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1142
• 作为产物：
  描述：

  丁酸-d7 在 硼烷 、 potassium carbonate 作用下， 生成 正丁醇-D7
  参考文献：
  名称：

  Biosynthesis of epilachnene, a macrocyclic defensive alkaloid of the Mexican bean beetle

  摘要：

  The carbon skeleton of the azamacrolide epilachnene, the principal defensive alkaloid of Epilachna varivestis pupae, can be derived from oleic acid and serine. Analytical evidence from three experiments in which insects were fed [H-2(35)]octadecanoic acid, (Z)-9-[11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-H-2(17)]octadecenoic acid and (Z)-9-[11,11,12,12,13,13,14,14,16,16,17,17,18,18,18-H-2(15)]octadecenoic acid, indicates that only the C-15 methylene group of oleic acid is involved in the mechanism leading to carbon-nitrogen bond formation in epilachnene. Support for this scheme is provided by the observation of an unusual ion at m/z 170 in the electron-ionization mass spectrum of epilachnene, rationalized as CH2=CH-COO-CH2-CH2-NH+=CH-CH2-CH2-CH3. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01102-8

文献信息

• Preparation of n-butoxy(13C2-acetic) acid, 1-n-butoxy-2-hydroxy (13C2-ethane), (n-butoxy-2′,2′,3′,3′,4′,4′,4′-d7)acetic acid, and 2-(n-butoxy-2′,2′,3′,3′,4′,4′,4′-d7)ethanol
  作者：James R. Pribish

  DOI：10.1002/jlcr.2580360304

  日期：1995.3

  (n-Butoxy-2′,2′,3′,3′,4′,4′,4′-d7)acetic acid (1) and 2-(n-butoxy-2′,2′,3′,3′,4′,4′,4′-d7)ethanol (2) have been prepared in high yield from n-butanol-2,2,3,3,4,4,4-d7. n- Butoxy(13C2-acetic) acid (3) and 1-n-butoxy-2-hydroxy(13C2-ethane) (4) have also been synthesized using bromoacetic-13C2 acid as the source of labelled carbon. The main complication in the development of the process was partial conversion of butoxyacetic acid to butyl butoxyacetate during GC analysis, which hampered evaluation of trial reactions.

  (正丁氧基-2',2',3',3',4',4',4'-d7)乙酸(1)和2-(正丁氧基-2',2',3',由正丁醇-2,2,3,3,4,4,4-d7 以高产率制备了 3',4',4',4'-d7)乙醇 (2)。还使用溴乙酸-13C2 酸作为标记碳源合成了正丁氧基(13C2-乙酸)(3)和1-正丁氧基-2-羟基(13C2-乙烷)(4)。该工艺开发过程中的主要问题是GC分析过程中丁氧基乙酸部分转化为丁氧基乙酸丁酯，这阻碍了试验反应的评估。
• Pribish James R., J. Labell. Compounds and Radiopharm, 36 (1995) N 3, S 225-233
  作者：Pribish James R.

  DOI：——

  日期：——
• Biosynthesis of epilachnene, a macrocyclic defensive alkaloid of the Mexican bean beetle
  作者：Athula B. Attygalle、Aleš Svatoš、Martin Veith、Jay J. Farmer、Jerrold Meinwald、Scott Smedley、Andrés González、Thomas Eisner

  DOI：10.1016/s0040-4020(98)01102-8

  日期：1999.1

  The carbon skeleton of the azamacrolide epilachnene, the principal defensive alkaloid of Epilachna varivestis pupae, can be derived from oleic acid and serine. Analytical evidence from three experiments in which insects were fed [H-2(35)]octadecanoic acid, (Z)-9-[11,11,12,12,13,13,14,14,15,15,16,16,17,17,18,18,18-H-2(17)]octadecenoic acid and (Z)-9-[11,11,12,12,13,13,14,14,16,16,17,17,18,18,18-H-2(15)]octadecenoic acid, indicates that only the C-15 methylene group of oleic acid is involved in the mechanism leading to carbon-nitrogen bond formation in epilachnene. Support for this scheme is provided by the observation of an unusual ion at m/z 170 in the electron-ionization mass spectrum of epilachnene, rationalized as CH2=CH-COO-CH2-CH2-NH+=CH-CH2-CH2-CH3. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Preparation of deuterium-labeled monounsaturated and saturated fatty acids for use as stable isotope metabolic tracers
  作者：Sheldon N. Crane、Kevin Bateman、Sebastien Gagne、Jean-Francois Levesque

  DOI：10.1002/jlcr.1142

  日期：2006.12

  Synthetic routes adaptable to the preparation of a variety of d7-labeled monounsaturated and saturated fatty acids are reported. Using these reaction sequences, d7-oleic [18:1 (9c)], d7-elaidic [18:1 (9t)], and d7-stearic acid (18:0) were prepared for use in metabolism studies as stable isotope-labeled tracers. Copyright © 2006 John Wiley & Sons, Ltd.

  报道了一些适用于合成多种d7标记的单不饱和和饱和脂肪酸的合成路线。利用这些反应序列，制备了d7-油酸 [18:1 (9c)]、d7-艾拉酸 [18:1 (9t)] 和d7-硬脂酸 (18:0)，作为代谢研究中稳定同位素标记的示踪剂使用。版权 © 2006 John Wiley & Sons, Ltd.