[5-(羟基甲基)-2-萘基]-氨基甲酸叔丁酯 | 685902-89-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: [5-(羟基甲基)-2-萘基]-氨基甲酸叔丁酯
• 英文名称: (5-hydroxymethylnaphthalen-2-yl)carbamic acid tert-butyl ester
• 英文别名: Tert-butyl (5-(hydroxymethyl)naphthalen-2-yl)carbamate；tert-butyl N-[5-(hydroxymethyl)naphthalen-2-yl]carbamate
• CAS: 685902-89-0
• 化学式: C₁₆H₁₉NO₃
• 分子量: 273.332
• InChiKey: SVCBWTLHNBMQEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [5-(羟基甲基)-2-萘基]-氨基甲酸叔丁酯 在 三乙胺 、 三苯基膦 、 三氟乙酸 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.0h， 生成 N-[5-(3-Trifluoromethyl-phenoxymethyl)-naphthalen-2-yl]-terephthalamic acid
  参考文献：
  名称：

  Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors

  摘要：

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.

  DOI：

  10.1021/jm030540h
• 作为产物：
  描述：

  5-溴-2-萘甲酸甲酯 在 吡啶 、 sodium hydroxide 、 sodium tetrahydroborate 、 叠氮磷酸二苯酯 、 三乙胺 作用下， 以 甲醇 、 乙醇 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 82.0h， 生成 [5-(羟基甲基)-2-萘基]-氨基甲酸叔丁酯
  参考文献：
  名称：

  Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors

  摘要：

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.

  DOI：

  10.1021/jm030540h

文献信息

• Design and Syntheses of 1,6-Naphthalene Derivatives as Selective HCMV Protease Inhibitors
  作者：Ariamala Gopalsamy、Kitae Lim、John W. Ellingboe、Boris Mitsner、Antonia Nikitenko、Janis Upeslacis、Tarek S. Mansour、Matthew W. Olson、Geraldine A. Bebernitz、Diane Grinberg、Boris Feld、Franklin J. Moy、John O'Connell

  DOI：10.1021/jm030540h

  日期：2004.4.1

  Through high throughput screening of various libraries, substituted styryl naphthalene 6 was identified as an HCMV protease inhibitor. Optimization of various regions of the lead molecule using parallel synthesis resulted in 1,6-substituted naphthalenes 19d-i. These compounds displayed good potency and were selective over elastase, trypsin, and chymotrypsin. The optimization approach on lead compound 6 in three different regions of the molecule using parallel solution-phase synthesis and the corresponding SAR are discussed in detail.