N-[1(S)-(2-furyl)-3-buten-1-yl]-(S)-valinol | 219802-23-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[1(S)-(2-furyl)-3-buten-1-yl]-(S)-valinol
• 英文别名: (2S)-2-[[(1S)-1-(furan-2-yl)but-3-enyl]amino]-3-methylbutan-1-ol
• CAS: 219802-23-0
• 化学式: C₁₃H₂₁NO₂
• 分子量: 223.315
• InChiKey: ZADDZZPBEIBLMA-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  45.4
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[1(S)-(2-furyl)-3-buten-1-yl]-(S)-valinol 在 盐酸 、 水 、 高碘酸 、 三乙胺 、 甲胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 苯磺酰胺,N-[(1S)-1-(2-呋喃基)-3-丁烯基]-4-甲基-
  参考文献：
  名称：

  Synthesis of (S)- and (R)-1-(2-Furyl)alkylamines and (S)- and (R)-α-Amino Acids Through the Addition of Organometallic Reagents to Imines Derived from (S)-Valinol

  摘要：

  DOI：

  10.1055/s-1998-2227
• 作为产物：
  描述：

  methyl N-[1(S)-(2-furyl)-3-buten-1-yl]-(S)-valinate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到N-[1(S)-(2-furyl)-3-buten-1-yl]-(S)-valinol
  参考文献：
  名称：

  Asymmetric Synthesis of δ-Substituted α,β-Unsaturated δ-Lactams by Ring Closing Metathesis of Enantiomerically Pure N-Acryloyl-homoallylic Amines

  摘要：

  Optically pure secondary homoallylic amines, obtained by highly diastereoselective addition of allylmetal reagents to imines derived from chiral amines, were N-dealkylated, and the primary amines were converted to N-acryloyl amides. Then, ring closing metathesis gave delta-substituted delta-lactams in good overall yields.

  DOI：

  10.1021/jo0703000

文献信息

• Synthesis of (S)- and (R)-1-(2-Furyl)alkylamines and (S)- and (R)-α-Amino Acids Through the Addition of Organometallic Reagents to Imines Derived from (S)-Valinol
  作者：Giuseppe Alvaro、Gianluca Martelli、Diego Savoia、Andrea Zoffoli

  DOI：10.1055/s-1998-2227

  日期：1998.12
• Asymmetric Synthesis of δ-Substituted α,β-Unsaturated δ-Lactams by Ring Closing Metathesis of Enantiomerically Pure <i>N</i>-Acryloyl-homoallylic Amines
  作者：Claudio Fiorelli、Diego Savoia

  DOI：10.1021/jo0703000

  日期：2007.8.1

  Optically pure secondary homoallylic amines, obtained by highly diastereoselective addition of allylmetal reagents to imines derived from chiral amines, were N-dealkylated, and the primary amines were converted to N-acryloyl amides. Then, ring closing metathesis gave delta-substituted delta-lactams in good overall yields.