(3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone | 196513-89-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone
• 英文别名: (3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-2,3,4,5,6,7-hexahydroinden-1-one
• CAS: 196513-89-0
• 化学式: C₁₀H₁₅NO₅
• 分子量: 229.233
• InChiKey: HHBNCKWWPXFHFZ-ZQNVIIHSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone 在 platinum(IV) oxide 氢气 作用下， 生成 (3aR,4R,5S,7aS)-4-Amino-3a,5-dihydroxy-7a-methyl-octahydro-inden-1-one
  参考文献：
  名称：

  The first tandem inter-intramolecular catalytic asymmetric nitroaldol reaction utilizing a LnLi3tris((R)-binaphthoxide) complex ((R)-LnLB) (Ln: Lanthanoid)

  摘要：

  We have succeeded in synthesizing optically active (3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone (3b) with 65% ee in one-pot from aldehyde 1 and nitromethane using a tandem inter-intramolecular catalytic asymmetric nitroaldol reaction promoted by LnLi(3)tris(R)-bina phthoxide) (LnLB; Ln = lanthanoid) and after crystallization 3b with 79% ee was isolated in 41% yield. In addition, after recrystallization, the optical purity of 3b was increased to 96% ee. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01341-5
• 作为产物：
  描述：

  硝基甲烷 、 3-(1-methyl-2,5-dioxocyclopentyl)propanal 在 PrLi₃tris(R)-binaphthoxide 作用下， 以 四氢呋喃 为溶剂， 生成 (3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone 、 (3aR,4S,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone
  参考文献：
  名称：

  The first tandem inter-intramolecular catalytic asymmetric nitroaldol reaction utilizing a LnLi3tris((R)-binaphthoxide) complex ((R)-LnLB) (Ln: Lanthanoid)

  摘要：

  We have succeeded in synthesizing optically active (3aR,4R,5S,7aS)-3a,5-dihydroxy-7a-methyl-4-nitro-3a,4,5,6,7,7a-hexahydro-1-indanone (3b) with 65% ee in one-pot from aldehyde 1 and nitromethane using a tandem inter-intramolecular catalytic asymmetric nitroaldol reaction promoted by LnLi(3)tris(R)-bina phthoxide) (LnLB; Ln = lanthanoid) and after crystallization 3b with 79% ee was isolated in 41% yield. In addition, after recrystallization, the optical purity of 3b was increased to 96% ee. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01341-5

文献信息

• JPH1180097A
  申请人：——

  公开号：JPH1180097A

  公开（公告）日：1999-03-23