1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propylamine | 116775-10-1

• 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: 1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propylamine
• 英文别名: 2-amino-1-tert-butyldimethylsilyloxy-3-methylbutane；1-[tert-butyl(dimethyl)silyl]oxy-3-methylbutan-2-amine
• CAS: 116775-10-1
• 化学式: C₁₁H₂₇NOSi
• 分子量: 217.427
• InChiKey: WKEKXCCVQKMDFF-UHFFFAOYSA-N

物化性质

• 沸点：
  231.5±13.0 °C(Predicted)
• 密度：
  0.847±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.99
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-propylamine 在 triethylamine tris(hydrogen fluoride) 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 35.0h， 生成 [(1-hydroxymethyl-2-methyl-propyl)-methyl-amino]-acetic acid tert-butyl ester
  参考文献：
  名称：

  The synthesis and SAR of 2-arylsulfanylphenyl-1-oxyalkylamino acids as GlyT-1 inhibitors

  摘要：

  Elevation of glycine levels by inhibition of the glycine transporter-1 (GlyT-1) and activation of the NMDA receptor is a potential strategy for the treatment of schizophrenia. A novel series of 2-arylsulfanylphenyl-1-oxyalkyl amino acids have been identified. The most prominent member of this series S-1-{2-[3-(3-fluoro-phenylsulfanyl)biphenyl-4-yloxy]ethyl} pyrrolidine-2-carboxylic acid (38) is a potent GlyT-1 inhibitor (IC50 = 59 nM). In vitro and in vivo assessment of CNS exposure indicates this compound is a likely substrate for active efflux transporters. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.017

文献信息

• Trimethylaluminium-Mediated Reaction of Primary Carboxamides with Amines and Indoles: A Convenient Synthesis of Amidines and Indole-3-acylimines
  作者：A. Velavan、S. Sumathi、K. K. Balasubramanian

  DOI：10.1002/ejoc.201402386

  日期：2014.9

  A simple, convenient and general method, exhibiting good functional group tolerance, is described for the synthesis of N- and N,N-disubstituted amidines by the reaction of primary carboxamides with amines mediated by trimethylaluminium (AlMe3). Subsequent reaction of the indole systems with primary carboxamides in the presence of AlMe3 gives exclusively the C-3 substituted imine product.

  描述了一种简单、方便和通用的方法，具有良好的官能团耐受性，用于通过伯酰胺与三甲基铝 (AlMe3) 介导的胺反应合成 N-和 N,N-二取代脒。在AlMe 3 存在下吲哚体系与伯甲酰胺的后续反应仅产生C-3取代的亚胺产物。
• Mitomycin compounds having useful anti-tumor activity
  申请人：Kyowa Hakko Kogyo K.K.

  公开号：US04863935A1

  公开（公告）日：1989-09-05

  Mitomycin derivatives having potent anti-tumor activity against solid sarcoma 180 tumors and lymphocytic leukemia P-388 tumors.

  Mitomycin衍生物具有对实体肉瘤180肿瘤和淋巴细胞白血病P-388肿瘤具有强效的抗肿瘤活性。
• The synthesis and SAR of 2-arylsulfanylphenyl-1-oxyalkylamino acids as GlyT-1 inhibitors
  作者：Garrick Smith、Gitte Mikkelsen、Jørgen Eskildsen、Christoffer Bundgaard

  DOI：10.1016/j.bmcl.2006.05.017

  日期：2006.8

  Elevation of glycine levels by inhibition of the glycine transporter-1 (GlyT-1) and activation of the NMDA receptor is a potential strategy for the treatment of schizophrenia. A novel series of 2-arylsulfanylphenyl-1-oxyalkyl amino acids have been identified. The most prominent member of this series S-1-2-[3-(3-fluoro-phenylsulfanyl)biphenyl-4-yloxy]ethyl} pyrrolidine-2-carboxylic acid (38) is a potent GlyT-1 inhibitor (IC50 = 59 nM). In vitro and in vivo assessment of CNS exposure indicates this compound is a likely substrate for active efflux transporters. (c) 2006 Elsevier Ltd. All rights reserved.