(S)-4-[(N-tert-butoxycarbonyl-pyrrolidin-2-yl)-formyl]thiomorpholine | 1364487-47-7

• 英文名称: (S)-4-[(N-tert-butoxycarbonyl-pyrrolidin-2-yl)-formyl]thiomorpholine
• 英文别名: tert-butyl (2S)-2-(thiomorpholine-4-carbonyl)pyrrolidine-1-carboxylate
• CAS: 1364487-47-7
• 化学式: C₁₄H₂₄N₂O₃S
• 分子量: 300.422
• InChiKey: BDNRSXAGIPVUOA-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  75.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-4-[(N-tert-butoxycarbonyl-pyrrolidin-2-yl)-formyl]thiomorpholine 在 盐酸 、 乙酸乙酯 作用下， 生成 [(2S)-pyrrolidin-2-yl]-thiomorpholin-4-ylmethanone;hydrochloride
  参考文献：
  名称：

  Design, synthesis and primary activity of thiomorpholine derivatives as DPP-IV inhibitors

  摘要：

  Thirteen thiomorpholine-bearing compounds were designed and synthesized as dipeptidyl peptidase IV (DPP-IV) inhibitors, with natural and non-natural L-amino acids as the starting materials. Their structures were characterized by H-1 NMR, C-13 NMR and HR-MS. The target compounds were screened for the DPP-IV inhibition, and the preliminary SAR result was obtained. Particularly, compounds 4c, 4d and 4f with good DPP-IV inhibition in vitro were further evaluated through a mouse oral glucose tolerance test (OGTT). The preliminary result showed the potential value for further studies on those thiomorpholine-bearing compounds as DPP-IV inhibitors. (C) 2011 Hai Hong Huang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.12.007
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 生成 (S)-4-[(N-tert-butoxycarbonyl-pyrrolidin-2-yl)-formyl]thiomorpholine
  参考文献：
  名称：

  Design, synthesis and primary activity of thiomorpholine derivatives as DPP-IV inhibitors

  摘要：

  Thirteen thiomorpholine-bearing compounds were designed and synthesized as dipeptidyl peptidase IV (DPP-IV) inhibitors, with natural and non-natural L-amino acids as the starting materials. Their structures were characterized by H-1 NMR, C-13 NMR and HR-MS. The target compounds were screened for the DPP-IV inhibition, and the preliminary SAR result was obtained. Particularly, compounds 4c, 4d and 4f with good DPP-IV inhibition in vitro were further evaluated through a mouse oral glucose tolerance test (OGTT). The preliminary result showed the potential value for further studies on those thiomorpholine-bearing compounds as DPP-IV inhibitors. (C) 2011 Hai Hong Huang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.12.007