(2R,5S)-5-(2-butynyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine | 144868-75-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: (2R,5S)-5-(2-butynyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine
• 英文别名: (2S,5R)-2-but-2-ynyl-3,6-dimethoxy-5-propan-2-yl-2,5-dihydropyrazine
• CAS: 144868-75-7
• 化学式: C₁₃H₂₀N₂O₂
• 分子量: 236.314
• InChiKey: PVQMMDXWAKSJTA-WDEREUQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R,5S)-5-(2-butynyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine 在 碘 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective synthesis of episulfide analogues of L-methionine

  摘要：

  Novel functionalized aminoacid analogues of L-methionine were prepared stereoselectively in three steps via iodolactonization of (S)-trans and (S)-cis crotylglycines.

  DOI：

  10.1016/s0040-4039(00)61185-1
• 作为产物：
  描述：

  (R)-2,5-二氢-3,6-二甲氧基-2-异丙基吡嗪 、 1-溴-2-丁炔 在 正丁基锂 作用下， 生成 (2R,5R)-5-(2-butynyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine 、 (2R,5S)-5-(2-butynyl)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine
  参考文献：
  名称：

  Enantioselective synthesis of episulfide analogues of L-methionine

  摘要：

  Novel functionalized aminoacid analogues of L-methionine were prepared stereoselectively in three steps via iodolactonization of (S)-trans and (S)-cis crotylglycines.

  DOI：

  10.1016/s0040-4039(00)61185-1

文献信息

• Enantioselective synthesis of episulfide analogues of L-methionine
  作者：D. Guillerm、G. Guillerm

  DOI：10.1016/s0040-4039(00)61185-1

  日期：1992.8

  Novel functionalized aminoacid analogues of L-methionine were prepared stereoselectively in three steps via iodolactonization of (S)-trans and (S)-cis crotylglycines.
• Ruthenium-catalyzed enyne metathesis in stereoselective preparation of cyclic 1-amino-1-carboxylic acids
  作者：Kristin Hammer、Kjell Undheim

  DOI：10.1016/s0040-4020(97)00671-6

  日期：1997.7

  Stereoselective syntheses of alpha-amino acids are described. The alpha-carbon of the amino acid is incorporated into a five- or six-membered ring which is a conjugated diene with one exocyclic double bond. Enynes were intermediates for the metathesis cyclization reaction effected by ruthenium(II)-catalysis. The enyne substrates were available in stereochemically pure form by stepwise alkylations of the chiral auxiliary (R)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine with bromo-alkenes and -alkynes. (C) 1997 Elsevier Science Ltd.