tert-butyl-(3-iodo-6,6-dimethyl-cyclohex-2-enyloxy)-dimethylsilane | 1020202-64-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl-(3-iodo-6,6-dimethyl-cyclohex-2-enyloxy)-dimethylsilane
• 英文别名: Tert-butyl((3-iodo-6,6-dimethylcyclohex-2-en-1-yl)oxy)dimethylsilane；tert-butyl-(3-iodo-6,6-dimethylcyclohex-2-en-1-yl)oxy-dimethylsilane
• CAS: 1020202-64-5
• 化学式: C₁₄H₂₇IOSi
• 分子量: 366.358
• InChiKey: KCGNKPDHRURSNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tert-butyl-(3-iodo-6,6-dimethyl-cyclohex-2-enyloxy)-dimethylsilane 、 spiro[3.5]nonan-2-one 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以84%的产率得到
  参考文献：
  名称：

  有机催化不对称乙烯基α-酮醇重排：通过半频哪醇型1,2-碳迁移在螺环二酮中对映选择性构建手性全碳四元立体中心

  摘要：

  通过前所未有的不对称乙烯基α-酮醇重排首次实现了螺环二酮中全碳四元立体中心的催化对映选择性合成，其中使用多功能金鸡纳改性实现了对映控制的半频哪醇型1,2-碳迁移伯胺催化。

  DOI：

  10.1021/ja906291n
• 作为产物：
  描述：

  3-iodo-6,6-dimethyl-cyclohex-2-enol 、 叔丁基二甲硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以100%的产率得到tert-butyl-(3-iodo-6,6-dimethyl-cyclohex-2-enyloxy)-dimethylsilane
  参考文献：
  名称：

  Allenyl Azide Cycloaddition Chemistry. Photochemical Initiation and CuI Mediation Leads to Improved Regioselectivity

  摘要：

  Irradiation of 2-(3-alkenyl)allenylphenyl azides in the presence of excess Cul furnished functionalized 2,3-cyclopentenylindoles in good yield with only trace amounts of competitive C-N-bonded regioisomeric products. These results represent a significant departure from the modestto-nonexistent regioselectivity that attended thermal cyclization of these allenyl azide substrates.

  DOI：

  10.1021/ol800429j

文献信息

• NOVEL CYP17 INHIBITORS/ANTIANDROGENS
  申请人：ORION CORPORATION

  公开号：US20160130254A1

  公开（公告）日：2016-05-12

  Compounds of formula (I) wherein R 1 to R 8 , A, B, Z 1 , and Z 2 are as defined in the claims and pharmaceutically acceptable salts and esters thereof are disclosed. The compounds of formula (I) possess utility as androgen receptor antagonists (inhibitors) and/or cytochrome P450 monooxygenase 17α-hydroxylase/17,20-lyase (CYP17) inhibitors. The compounds are useful as medicaments in the treatment of cancer, particularly prostate cancer, and other androgen dependent conditions and diseases where androgen antagonism is desired.

  公式（I）化合物的结构式中，其中R1至R8，A，B，Z1和Z2如权利要求所定义，并且其药学上可接受的盐和酯被揭示。公式（I）化合物具有作为雄激素受体拮抗剂（抑制剂）和/或细胞色素P450单加氧酶17α-羟化酶/17,20-裂解酶（CYP17）抑制剂的效用。这些化合物在治疗癌症，特别是前列腺癌和其他需要雄激素拮抗剂的疾病和病情中作为药物是有用的。
• Allenyl Azide Cycloaddition Chemistry. 2,3-Cyclopentennelated Indole Synthesis through Indolidene Intermediates
  作者：Ken S. Feldman、D. Keith Hester、Malliga R. Iyer、Paul J. Munson、Carlos Silva López、Olalla Nieto Faza

  DOI：10.1021/jo900659w

  日期：2009.7.17

  The thermal, photochemical, and photochemical/CuI-mediated cascade cyclizations of a range of substituted 1-(2-azidophenyl)-3-alkenylallenes are described. These reactions provide both 1,2- and 2,3-cyclopentennelated indole products in varying ratios. In most cases, high regioselectivity for the 2,3-annelated isomer can be achieved under the hv/CuI conditions. Computational studies of this multistep reaction support the intermediacy of indolidene intermediates whose electrocyclizations (with or without copper present) define the regioselectivity branch point in the sequence.