3,3-dimethyl-6-phenylhexan-2-one | 1228310-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3-dimethyl-6-phenylhexan-2-one
• CAS: 1228310-14-2
• 化学式: C₁₄H₂₀O
• 分子量: 204.312
• InChiKey: OMEIYLJJUWLDBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-6-phenylhexan-2-one 在 溴 作用下， 以 1,4-二氧六环 为溶剂， 以100%的产率得到1-bromo-3,3-dimethyl-6-phenylhexan-2-one
  参考文献：
  名称：

  Novel selective anti-androgens with a diphenylpentane skeleton

  摘要：

  We have proposed a multi-template approach for drug development, focusing on similar fold structures of proteins, and have effectively generated lead compounds for several drug targets. Modification of these polypharmacological lead compounds is then needed to generate target-selective compounds. In the work presented here, we aimed at separation of the anti-androgen activity and vitamin D activity of previously identified diphenylpentane lead compounds. Based on the determined X-ray crystal structures of androgen receptor and vitamin D receptor, bulky substituents were introduced at the t-butyl group in the lead compounds 2 and 3. As a result of this structural development, we obtained 16c, which exhibits more potent anti-androgen activity (IC(50): 0.13 mu M) than clinically used anti-androgen bicalutamide (IC(50): 0.67 mu M) with 30-fold selectivity over vitamin D activity. This result indicates that lead compounds obtained via the multi-template approach can indeed be structurally modified to generate target-selective compounds. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.011
• 作为产物：
  描述：

  1-溴-3-苯基丙烷 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 3,3-dimethyl-6-phenylhexan-2-one
  参考文献：
  名称：

  镍 (0) - 催化末端丙二烯的氢氰化：支链烯丙腈的区域选择性和对映选择性方法

  摘要：

  本文报道了高度支化的区域选择性镍 (0) 催化的单取代和 1,1-二取代丙二烯的氢氰化以及 1,1-二取代丙二烯的不对称氢氰化，从而获得支化的叔和季 β,γ-烯丙基腈类。对于末端丙二烯的区域选择性氢氰化，镍 (0)/Biphephos 催化体系适用于包含酯、THP 基团、伯脂肪族碘化物和游离羧酸等官能团的底物范围，提供高达 96% 的产率。通过将基于 Ni(0)/TADDOL 的双亚磷酸酯催化剂应用于 1,1-二取代丙二烯的催化体系，支链季烯丙基腈的收率高达 99%，对映选择性高达 86%。这两种协议都利用了可管理的 HCN 源并证明了良好的原子经济性。此外，

  DOI：

  10.1002/adsc.202201189

文献信息

• PERFUME SYSTEMS
  申请人：The Procter & Gamble Company

  公开号：EP2362765A2

  公开（公告）日：2011-09-07
• US8431520B2
  申请人：——

  公开号：US8431520B2

  公开（公告）日：2013-04-30
• [EN] PERFUME SYSTEMS<br/>[FR] SYSTÈMES PARFUMEURS
  申请人：PROCTER & GAMBLE

  公开号：WO2010065446A2

  公开（公告）日：2010-06-10

  The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.
• Novel selective anti-androgens with a diphenylpentane skeleton
  作者：Keisuke Maruyama、Tomomi Noguchi-Yachide、Kazuyuki Sugita、Yuichi Hashimoto、Minoru Ishikawa

  DOI：10.1016/j.bmcl.2010.09.011

  日期：2010.11

  We have proposed a multi-template approach for drug development, focusing on similar fold structures of proteins, and have effectively generated lead compounds for several drug targets. Modification of these polypharmacological lead compounds is then needed to generate target-selective compounds. In the work presented here, we aimed at separation of the anti-androgen activity and vitamin D activity of previously identified diphenylpentane lead compounds. Based on the determined X-ray crystal structures of androgen receptor and vitamin D receptor, bulky substituents were introduced at the t-butyl group in the lead compounds 2 and 3. As a result of this structural development, we obtained 16c, which exhibits more potent anti-androgen activity (IC(50): 0.13 mu M) than clinically used anti-androgen bicalutamide (IC(50): 0.67 mu M) with 30-fold selectivity over vitamin D activity. This result indicates that lead compounds obtained via the multi-template approach can indeed be structurally modified to generate target-selective compounds. (C) 2010 Elsevier Ltd. All rights reserved.
• Nickel(0)‐Catalyzed Hydrocyanation of Terminal Allenes: A Regio‐ and Enantioselective Approach to Branched Allylic Nitriles
  作者：Timm Bury、Sven Kullmann、Bernhard Breit

  DOI：10.1002/adsc.202201189

  日期：2023.2.7

  A highly branched regioselective nickel(0)-catalyzed hydrocyanation of mono- and 1,1-disubstituted allenes as well as an asymmetric hydrocyanation of 1,1-disubstituted allenes are reported herein, giving access to branched tertiary and quaternary β,γ-allylic nitriles. For the regioselective hydrocyanation of terminal allenes, a nickel(0)/Biphephos catalytic system applicable to a substrate scope containing

  本文报道了高度支化的区域选择性镍 (0) 催化的单取代和 1,1-二取代丙二烯的氢氰化以及 1,1-二取代丙二烯的不对称氢氰化，从而获得支化的叔和季 β,γ-烯丙基腈类。对于末端丙二烯的区域选择性氢氰化，镍 (0)/Biphephos 催化体系适用于包含酯、THP 基团、伯脂肪族碘化物和游离羧酸等官能团的底物范围，提供高达 96% 的产率。通过将基于 Ni(0)/TADDOL 的双亚磷酸酯催化剂应用于 1,1-二取代丙二烯的催化体系，支链季烯丙基腈的收率高达 99%，对映选择性高达 86%。这两种协议都利用了可管理的 HCN 源并证明了良好的原子经济性。此外，