N,N'-{(R,R)-1,6-bis[4-(trifluoromethyl)phenyl]hexa-1,5-diyne-3,4-diyl}bis[N-(4-isopropylbenzyl)hydroxylamine] | 1040748-57-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N,N'-{(R,R)-1,6-bis[4-(trifluoromethyl)phenyl]hexa-1,5-diyne-3,4-diyl}bis[N-(4-isopropylbenzyl)hydroxylamine]
• CAS: 1040748-57-9
• 化学式: C₄₀H₃₈F₆N₂O₂
• 分子量: 692.744
• InChiKey: HAQUEDIQWIROCY-XPSQVAKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.89
• 重原子数：
  50.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.94
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N,N'-(ethane-1,2-diylidene)bis[(4-isopropylphenyl)methanamine oxide] 、 4-乙炔基-α,α,α-三氟甲苯 在 溴丁基-镁 、 Dimethylzinc 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 以5%的产率得到N,N'-{(R,S)-1,6-bis[4-(trifluoromethyl)phenyl]hexa-1,5-diyne-3,4-diyl}bis[N-(4-isopropylbenzyl)hydroxylamine]
  参考文献：
  名称：

  Catalytic asymmetric dialkynylation reaction of α-dinitrone by utilizing tartaric acid ester as a chiral auxiliary

  摘要：

  The asymmetric addition of alkynylzinc reagents, prepared in situ from dimethylzinc and 1-alkynes, to alpha-dinitrones derived from glyoxal and N-(4-isopropylbenzyl)hydroxylamine was investigated by utilizing dicyclohexyl (R,R)-tartrate as a chiral auxiliary. The addition reaction of methyl(2-phenylethynyl)zinc afforded the corresponding optically active C-2-symmetric (R,R)-bis(hydroxylamine) derivative with enantioselectivities of 90% and 81% ee by utilizing a stoichiometric and catalytic amount of the tartrate, respectively. Furthermore, the catalytic addition reaction of several alkynylzinc reagents also furnished the corresponding bis(hydroxylamine) with moderate to good enantioselectivities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.03.033