(S)-ethyl 7-(t-butyloxycarbonylamino)-6-oxooct-2-enoate | 501347-09-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-ethyl 7-(t-butyloxycarbonylamino)-6-oxooct-2-enoate
• 英文别名: ethyl (E,7S)-7-[(2-methylpropan-2-yl)oxycarbonylamino]-6-oxooct-2-enoate
• CAS: 501347-09-7
• 化学式: C₁₅H₂₅NO₅
• 分子量: 299.367
• InChiKey: VNUIJMDJGKBERK-UQSGXBNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-ethyl 7-(t-butyloxycarbonylamino)-6-oxooct-2-enoate 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 3.25h， 生成 (6R,7S)-ethyl 6-acetoxy-7-(t-butyloxycarbonylamino)oct-2-enoate
  参考文献：
  名称：

  An intramolecular Michael reaction strategy for the synthesis of 2,6-disubstituted-3-piperidinols

  摘要：

  A new synthetic strategy for 2,6-disubstituted-3-hydroxypiperidines via intramolecular Michael reaction of an alpha-amino-beta-hydroxy-delta-acrylate is described. The latter was derived from L-alanine in a few steps via the key intermediacy of an enantiopure gamma-amino-beta-keto sulfone. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(02)00680-4
• 作为产物：
  描述：

  ethyl (E,7S)-5-(4-methylphenyl)sulfonyl-7-[(2-methylpropan-2-yl)oxycarbonylamino]-6-oxooct-2-enoate 在 aluminum amalgam 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以0.23 g的产率得到(S)-ethyl 7-(t-butyloxycarbonylamino)-6-oxooct-2-enoate
  参考文献：
  名称：

  An intramolecular Michael reaction strategy for the synthesis of 2,6-disubstituted-3-piperidinols

  摘要：

  A new synthetic strategy for 2,6-disubstituted-3-hydroxypiperidines via intramolecular Michael reaction of an alpha-amino-beta-hydroxy-delta-acrylate is described. The latter was derived from L-alanine in a few steps via the key intermediacy of an enantiopure gamma-amino-beta-keto sulfone. (C) 2002 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(02)00680-4

文献信息

• An intramolecular Michael reaction strategy for the synthesis of 2,6-disubstituted-3-piperidinols
  作者：Saumitra Sengupta、Somnath Mondal

  DOI：10.1016/s0040-4020(02)00680-4

  日期：2002.9

  A new synthetic strategy for 2,6-disubstituted-3-hydroxypiperidines via intramolecular Michael reaction of an alpha-amino-beta-hydroxy-delta-acrylate is described. The latter was derived from L-alanine in a few steps via the key intermediacy of an enantiopure gamma-amino-beta-keto sulfone. (C) 2002 Published by Elsevier Science Ltd.