(R)-2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-4H-pyridin-1-yl]-2-phenyl-ethanol | 185383-95-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-4H-pyridin-1-yl]-2-phenyl-ethanol
• 英文别名: (2R)-2-[3-(2-methyl-1,3-dioxolan-2-yl)-4H-pyridin-1-yl]-2-phenylethanol
• CAS: 185383-95-3
• 化学式: C₁₇H₂₁NO₃
• 分子量: 287.359
• InChiKey: WCMRMOXETYXZBT-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  41.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-4H-pyridin-1-yl]-2-phenyl-ethanol 在 N-碘代丁二酰亚胺 作用下， 以 四氢呋喃 为溶剂， 生成 (3S,8S,8aR)-8-Iodo-6-(2-methyl-[1,3]dioxolan-2-yl)-3-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine
  参考文献：
  名称：

  Iodocyclization of 1,4-dihydropyridines

  摘要：

  Iodine (or related species) addition to 1,4-dihydropyridinls, with properly attached substituents at the nitrogen atom, leads to the corresponding 3-iodotetrahydlopyridinium ions, which undergo an internal nucleophilic attack to furnish regio- and stereoselectively iodobi(poly)heterocyclic ring systems in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00912-5
• 作为产物：
  描述：

  3-(2-甲基-1,3-二氧戊环-2-基)吡啶 在 sodium dithionite 、 potassium carbonate 作用下， 以 乙醚 、 丙酮 、 正丁醇 为溶剂， 反应 68.0h， 生成 (R)-2-[3-(2-Methyl-[1,3]dioxolan-2-yl)-4H-pyridin-1-yl]-2-phenyl-ethanol
  参考文献：
  名称：

  Pyridine-Derived Oxazolidines as Chiral 3-Alkyl-4,5-dihydropyridinium and 3-Alkyl-3,4,5,6-tetrahydropyridinium Salt Equivalents

  摘要：

  DOI：

  10.1021/jo961323+

文献信息

• Iodocyclisation of 1,4‐Dihydropyridines; Synthesis and Reactivity of 1‐Iodoindolo[2,3‐ <i>a</i> ]quinolizidines
  作者：Rodolfo Lavilla、Oscar Coll、Marta Nicolàs、Bilal A. Sufi、Javier Torrents、Joan Bosch

  DOI：10.1002/(sici)1099-0690(199911)1999:11<2997::aid-ejoc2997>3.0.co;2-#

  日期：1999.11
• Pyridine-Derived Oxazolidines as Chiral 3-Alkyl-4,5-dihydropyridinium and 3-Alkyl-3,4,5,6-tetrahydropyridinium Salt Equivalents
  作者：Yung-Sing Wong、Christian Marazano、Dino Gnecco、Yves Génisson、Angèle Chiaroni、Bhupesh C. Das

  DOI：10.1021/jo961323+

  日期：1997.2.1
• Iodocyclization of 1,4-dihydropyridines
  作者：Rodolfo Lavilla、Oscar Coll、Marta Nicolàs、Joan Bosch

  DOI：10.1016/s0040-4039(98)00912-5

  日期：1998.7

  Iodine (or related species) addition to 1,4-dihydropyridinls, with properly attached substituents at the nitrogen atom, leads to the corresponding 3-iodotetrahydlopyridinium ions, which undergo an internal nucleophilic attack to furnish regio- and stereoselectively iodobi(poly)heterocyclic ring systems in good yields. (C) 1998 Elsevier Science Ltd. All rights reserved.