(2S)-[2-(tert-butyl-dimethyl-silanyloxymethyl)-8-methyl-chroman-7-yl]-carbamic acid tert-butyl ester | 190730-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2S)-[2-(tert-butyl-dimethyl-silanyloxymethyl)-8-methyl-chroman-7-yl]-carbamic acid tert-butyl ester
• 英文别名: [2-(tert-butyl-dimethyl-silanyloxymethyl)-8-methyl-chroman-7-yl]-carbamic acid tert-butyl ester；tert-butyl N-[2-[[tert-butyl(dimethyl)silyl]oxymethyl]-8-methyl-3,4-dihydro-2H-chromen-7-yl]carbamate
• CAS: 190730-47-3
• 化学式: C₂₂H₃₇NO₄Si
• 分子量: 407.626
• InChiKey: FASJFSZSXFXYBJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S)-[2-(tert-butyl-dimethyl-silanyloxymethyl)-8-methyl-chroman-7-yl]-carbamic acid tert-butyl ester 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 4.0h， 生成 3-[(2,3,4,7-Tetrahydro-pyrano[2,3-e]indol-2-ylmethyl)-amino]-propan-1-ol
  参考文献：
  名称：

  New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives

  摘要：

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00349-4
• 作为产物：
  描述：

  2-甲基-3-硝基苯酚 在 palladium on activated charcoal 咪唑 、 锂硼氢 、 三氯化铝 、 硫酸 、 氢气 、 sodium ethanolate 作用下， 以 四氢呋喃 、 溶剂黄146 、 硝基苯 、 N,N-二甲基甲酰胺 为溶剂， 25.0~120.0 ℃ 、344.73 kPa 条件下， 反应 132.5h， 生成 (2S)-[2-(tert-butyl-dimethyl-silanyloxymethyl)-8-methyl-chroman-7-yl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives

  摘要：

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00349-4

文献信息

• Antidepressant azaheterocyclylmethyl derivatives of 7,8-dihydro-6H-5-oxa-1-aza-phenanthrene
  申请人：Wyeth

  公开号：US20030078268A1

  公开（公告）日：2003-04-24

  Compounds of the formula 1 useful for the treatment of such as depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive compulsive disorder (including trichotillomania), social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa, bulimia nervosa, vasomotor flushing, cocaine and alcohol addition, sexual dysfunction (including premature ejaculation), and related illnesses.

  该公式的化合物用于治疗抑郁症（包括但不限于重性抑郁障碍、儿童抑郁症和心境低落障碍）、焦虑、恐慌障碍、创伤后应激障碍、经前期失调性障碍（也称为经前综合征）、注意力缺陷障碍（伴有和不伴有多动症）、强迫症（包括拔毛症）、社交焦虑障碍、广泛性焦虑障碍、肥胖、饮食失调如厌食症、暴食症、血管运动性潮红、可卡因和酒精成瘾、性功能障碍（包括早泄）及相关疾病。
• 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano-\x9b2,3-E!indol-8-ones and
  申请人：American Home Products Corporation

  公开号：US05750556A1

  公开（公告）日：1998-05-12

  Compounds of Formula I are selective autoreceptor agonists useful in treating disease states involving hyperactivity of dopamine systems: ##STR1## in which X is --(CH.sub.2).sub.n --; n is 1-3; R.sub.1 is hydrogen, alkyl, hydroxyalkyl, cycloalkyl-methyl, bicyclo-alkylmethyl or --(CH.sub.2).sub.m YAr; where m is 0-4, Y is --CH.sub.2 --, and Ar is phenyl, halophenyl, alkylphenyl, dialkylphenyl or alkoxyphenyl; R.sub.2 is hydrogen or alkyl; R.sub.3 is hydrogen, halogen, alkyl, alkoxy or hydroxy; or a pharmaceutically acceptable salt thereof.

  公式I的化合物是选择性自主受体激动剂，可用于治疗涉及多巴胺系统过度活跃的疾病状态：##STR1## 其中X为--(CH.sub.2).sub.n--; n为1-3; R.sub.1为氢、烷基、羟基烷基、环烷基甲基、双环烷基甲基或--(CH.sub.2).sub.m YAr; 其中m为0-4，Y为--CH.sub.2--，Ar为苯基、卤代苯基、烷基苯基、二烷基苯基或烷氧基苯基; R.sub.2为氢或烷基; R.sub.3为氢、卤素、烷基、烷氧基或羟基; 或其药学上可接受的盐。
• New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives
  作者：Richard E. Mewshaw、Karen L. Marquis、Xiaojie Shi、Georgia McGaughey、Gary Stack、Michael B. Webb、Magid Abou-Gharbia、Theodore Wasik、Rosemary Scerni、Taylor Spangler、Julie A. Brennan、Hossein Mazandarani、Joseph Coupet、Terrance H. Andree

  DOI：10.1016/s0040-4020(98)00349-4

  日期：1998.6

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.