2,2-difluorohexan-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2-difluorohexan-2-one
• 英文别名: 5,5-Difluoro-2-hexanone；5,5-difluorohexan-2-one
• 化学式: C₆H₁₀F₂O
• 分子量: 136.142
• InChiKey: QCFIIHWZMZKVGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-己二酮 在 乙醇 、 [双(2-甲氧基乙基)胺]三氟化硫 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以62%的产率得到2,2-difluorohexan-2-one
  参考文献：
  名称：

  Nucleophilic Di- and Tetrafluorination of Dicarbonyl Compounds

  摘要：

  Reactions of various diketo compounds with Deoxofluor [(CH3OCH2CH2)(2)NSF3] have been investigated. When reacted with Deoxofluor, a-diketones, R1COCOR2 (R-1 = R-2 = Ph; R-1 = R-2 = 4-Me-C6H4; R-1 = Ph, R-2 = Me; R-1 = Me, R-2 = Et) (1a-d) formed difluoro derivatives (2a-d) in the presence of a catalytic amount of HF and/or tetrafluoro (3a-d) products depending on the reaction conditions and stoichiometry used. Reactions of beta -diketones, R3COCH2COR4 (R-3 = R-4 = Ph; R-3 = R-4 = Me; R-3 = Me, R-4 = Ph) (4e-g), with Deoxofluor in the presence of a catalytic amount of HF led to the formation of difluoroalkenones as a mixture of E (5e-g) and Z (6e-g) isomers in good yield. Reaction of other diones, R5CO-X-COR6 (R-5 = R-6 = Ph, X =-CH=CH-; R-5 = R-6 = Me, X = -C6H4C6H4-; R-5 = R-6 = Ph, X = -CH2CH2CH2-; R-5 = R-6 = Me, X = -CH2CH2-) (7h-k) with Deoxofluor produced mainly difluoro products (8h-k) with low yields of tertrafluoro derivatives (9h-k). Acyclic alpha -keto amides react poorly to give the corresponding difluoro derivatives, whereas cyclic (alpha -keto amides (101-p) react smoothly under very mild conditions to produce the corresponding difluoro products (111-p) in > 88% isolated yield.

  DOI：

  10.1021/jo0157674

文献信息

• Inhibitors of cellular metabolic processes
  申请人：Agios Pharmaceuticals, Inc.

  公开号：US10800782B2

  公开（公告）日：2020-10-13

  The present disclosure provides MAT2A inhibitor compounds that are useful as therapeutic agents for treating malignancies, and wherein the compounds conform to general formula (IA): wherein RA, RB, RC, RD, and RE are defined herein.

  本公开提供了可作为治疗剂用于治疗恶性肿瘤的 MAT2A 抑制剂化合物，其中的化合物符合通式 (IA)： 其中 RA、RB、RC、RD 和 RE 在本文中定义。
• TRIAZOLOPYRIDINE COMPOUNDS, COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3041841B1

  公开（公告）日：2019-06-05
• INHIBITORS OF CELLULAR METABOLIC PROCESSES
  申请人：Agios Pharmaceuticals, Inc.

  公开号：US20190233424A1

  公开（公告）日：2019-08-01

  The present disclosure provides MAT2A inhibitor compounds that are useful as therapeutic agents for treating malignancies, and wherein the compounds conform to general formula (IA): wherein R A , R B , R C , R D , and R E are defined herein.
• US9890135B1
  申请人：——

  公开号：US9890135B1

  公开（公告）日：2018-02-13
• Nucleophilic Di- and Tetrafluorination of Dicarbonyl Compounds
  作者：Rajendra P. Singh、Utpal Majumder、Jean'ne M. Shreeve

  DOI：10.1021/jo0157674

  日期：2001.9.1

  Reactions of various diketo compounds with Deoxofluor [(CH3OCH2CH2)(2)NSF3] have been investigated. When reacted with Deoxofluor, a-diketones, R1COCOR2 (R-1 = R-2 = Ph; R-1 = R-2 = 4-Me-C6H4; R-1 = Ph, R-2 = Me; R-1 = Me, R-2 = Et) (1a-d) formed difluoro derivatives (2a-d) in the presence of a catalytic amount of HF and/or tetrafluoro (3a-d) products depending on the reaction conditions and stoichiometry used. Reactions of beta -diketones, R3COCH2COR4 (R-3 = R-4 = Ph; R-3 = R-4 = Me; R-3 = Me, R-4 = Ph) (4e-g), with Deoxofluor in the presence of a catalytic amount of HF led to the formation of difluoroalkenones as a mixture of E (5e-g) and Z (6e-g) isomers in good yield. Reaction of other diones, R5CO-X-COR6 (R-5 = R-6 = Ph, X =-CH=CH-; R-5 = R-6 = Me, X = -C6H4C6H4-; R-5 = R-6 = Ph, X = -CH2CH2CH2-; R-5 = R-6 = Me, X = -CH2CH2-) (7h-k) with Deoxofluor produced mainly difluoro products (8h-k) with low yields of tertrafluoro derivatives (9h-k). Acyclic alpha -keto amides react poorly to give the corresponding difluoro derivatives, whereas cyclic (alpha -keto amides (101-p) react smoothly under very mild conditions to produce the corresponding difluoro products (111-p) in > 88% isolated yield.