N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d]oxazole | 1378478-17-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d]oxazole
• 英文别名: N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca(d)oxazole；(E)-N-[(3aR,13aR)-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d][1,3]oxazol-2-yl]-3-phenylprop-2-enamide
• CAS: 1378478-17-1
• 化学式: C₂₂H₃₀N₂O₂
• 分子量: 354.492
• InChiKey: XZORUNHMSUAKIS-YBNLGUDHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  50.69
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d]oxazole 在 盐酸 作用下， 以 水 为溶剂， 反应 8.0h， 生成 肉桂酸
  参考文献：
  名称：

  A new cyclododeca[d]oxazole derivative from Streptomyces spp. CIBYL1

  摘要：

  A novel secondary metabolite, N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d]oxazole (1), was isolated from Streptomyces spp. CIBYL1, along with five known compounds, pimprinine (2), (3R,4S,5R,6R)-3,4,5,6-tetrahydro-4-hydroxy-3,5,6-trimethyl-2H-pyran-2-one (3), indolyl-3-carboxylic acid (4), 2-phenylacetamide (5) and di(1H-pyrrol-2-yl)methanone (6). The structures of these metabolites were elucidated on the basis of extensive analysis of spectroscopic data, including OR, IR, HRMS, 1D and 2D NMR data and chemical derivation.

  DOI：

  10.1080/14786419.2012.682997

文献信息

• A new cyclododeca[d]oxazole derivative from <i>Streptomyces</i> spp. CIBYL1
  作者：Xiang Pu、Guangzhou Li、Tao Yang、Guoyou Li、Jinhai Yi、Guolin Zhang、Yinggang Luo

  DOI：10.1080/14786419.2012.682997

  日期：2013.4.1

  A novel secondary metabolite, N-trans-cinnamoyl 2-amino-3a,4,5,6,7,8,9,10,11,12,13,13a-dodecahydrocyclododeca[d]oxazole (1), was isolated from Streptomyces spp. CIBYL1, along with five known compounds, pimprinine (2), (3R,4S,5R,6R)-3,4,5,6-tetrahydro-4-hydroxy-3,5,6-trimethyl-2H-pyran-2-one (3), indolyl-3-carboxylic acid (4), 2-phenylacetamide (5) and di(1H-pyrrol-2-yl)methanone (6). The structures of these metabolites were elucidated on the basis of extensive analysis of spectroscopic data, including OR, IR, HRMS, 1D and 2D NMR data and chemical derivation.