2-Cyclohexyl-2,2-difluoroacetaldehyde | 185758-11-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 2-Cyclohexyl-2,2-difluoroacetaldehyde
• CAS: 185758-11-6
• 化学式: C₈H₁₂F₂O
• 分子量: 162.179
• InChiKey: RCHOPSHIJGFBNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Cyclohexyl-2,2-difluoroacetaldehyde 、 5-氯-1,3-二氢-1-(4-哌啶基)-2H-苯并咪唑-2-酮 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 以15.2 mg的产率得到5-chloro-1-(1-(2-cyclohexyl-2,2-difluoroethyl)piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one
  参考文献：
  名称：

  Rapid, General Access to Chiral β-Fluoroamines and β,β-Difluoroamines via Organocatalysis

  摘要：

  A rapid, general route to enantiopure beta-fluoroamines and beta,beta-difluoroamines has been developed employing organocatalysis in both a two-pot and a one-pot procedure. Both chemical yields (64-82%) and enantioselectivity (94-98% ee) were excellent and represent a significant improvement in the art of preparing chemically diverse beta-fluoroamines from readily available precursors.

  DOI：

  10.1021/ol802930q
• 作为产物：
  描述：

  环己基乙醛 在 N-氟代双苯磺酰胺 、 DL-脯氨酸 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 24.0h， 生成 2-Cyclohexyl-2,2-difluoroacetaldehyde
  参考文献：
  名称：

  Rapid, General Access to Chiral β-Fluoroamines and β,β-Difluoroamines via Organocatalysis

  摘要：

  A rapid, general route to enantiopure beta-fluoroamines and beta,beta-difluoroamines has been developed employing organocatalysis in both a two-pot and a one-pot procedure. Both chemical yields (64-82%) and enantioselectivity (94-98% ee) were excellent and represent a significant improvement in the art of preparing chemically diverse beta-fluoroamines from readily available precursors.

  DOI：

  10.1021/ol802930q

文献信息

• Catalytic asymmetric nitroaldol reaction of α,α-difluoro aldehydes mediated by rare earth-lithium-BINOL complexes
  作者：Katsuhiko Iseki、Satoshi Oishi、Hiroaki Sasai、Masakatsu Shibasaki

  DOI：10.1016/s0040-4039(96)02090-4

  日期：1996.12

  Rare earth-Li-BINOL complexes were used to catalyze nitroaldol reactions of α,α-difluoro adehydes with nitromethane in a good enantioselective manner. The optical yields of nitroaldol 2a depend on the size of rare earth metals, and an Sm-Li-BINOL complex gave the highest enantioselectivity. The enantiotopic face selection of α,α-difluoro aldehyde 1a was found to be different from that of nonfluorinated

  稀土-Li-BINOL配合物用于催化α，α-二氟乙醛与硝基甲烷的硝基醛反应，具有良好的对映选择性。硝基醛2a的旋光产率取决于稀土金属的大小，Sm-Li-BINOL配合物的对映选择性最高。发现α，α-二氟醛1a的对映体表面选择不同于通常的催化不对称硝基醛醇反应中使用的非氟化醛的对映体选择。
• [EN] PYRAZOLOPYRIDINE DERIVATIVES AND USES THEREOF<br/>[FR] DÉRIVÉS DE PYRAZOLOPYRIDINE ET LEURS UTILISATIONS
  申请人：NOVARTIS AG

  公开号：WO2022195454A1

  公开（公告）日：2022-09-22

  The present disclosure relates to compounds of formula (I) and pharmaceutical compositions and their use in reducing Widely Interspaced Zinc Finger Motifs (WIZ) expression levels, or inducing fetal hemoglobin (HbF) expression, and in the treatment of inherited blood disorders (e.g., hemoglobinopathies,e.g., beta-hemoglobinopathies), such as sickle cell disease and beta-thalassemia.

  本公开涉及式(I)的化合物、制药组合物及其在降低广泛间隔锌指蛋白基因（WIZ）表达水平、诱导胎儿血红蛋白（HbF）表达以及治疗遗传性血液疾病（例如血红蛋白病、β-血红蛋白病）中的用途，如镰状细胞贫血和β-地中海贫血。