4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylic acid benzyl ester | 97231-85-1

• 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: 4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylic acid benzyl ester
• 英文别名: benzyl 4-[tert-butyl(dimethyl)silyl]oxypiperidine-1-carboxylate；N-benzyloxycarbonyl-4-tert-butyldimethylsilyloxypiperidine；Benzyl 4-[(tert-butyldimethylsilyl)oxy]piperidine-1-carboxylate
• CAS: 97231-85-1
• 化学式: C₁₉H₃₁NO₃Si
• 分子量: 349.546
• InChiKey: QYPQXDUBXUVIRX-UHFFFAOYSA-N

物化性质

• 沸点：
  406.9±45.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylic acid benzyl ester 在 1-氯乙基氯甲酸酯 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以97%的产率得到4-羟基-1-哌啶甲酸苄酯
  参考文献：
  名称：

  Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol

  摘要：

  Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.043
• 作为产物：
  描述：

  4-羟基-1-哌啶甲酸苄酯 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以99%的产率得到4-(tert-butyldimethylsilyloxy)piperidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  [EN] IRAK DEGRADERS AND USES THEREOF
  [FR] AGENTS DE DÉGRADATION D'IRAK ET LEURS UTILISATIONS

  摘要：

  本发明提供了化合物、其组合物以及使用这些化合物的方法。这些化合物包括能够结合到IRAK4的IRAK结合基团和诱导降解的基团（DIM）。DIM可以是DTM、一个连接酶结合基团（LBM）或赖氨酸类似物。这些化合物可以作为IRAK蛋白激酶抑制剂，并应用于IRAK介导的疾病。

  公开号：

  WO2020264499A1

文献信息

• [EN] IRAK DEGRADERS AND USES THEREOF<br/>[FR] AGENTS DE DÉGRADATION D'IRAK ET LEURS UTILISATIONS
  申请人：KYMERA THERAPEUTICS INC

  公开号：WO2020264499A1

  公开（公告）日：2020-12-30

  The present invention provides compounds, compositions thereof, and methods of using the same. The compounds include an IRAK binding moiety capable of binding to IRAK4 and a degradation inducing moiety (DIM). The DIM could be DTM a ligase binding moiety (LBM) or lysine mimetic. The compounds could be useful as IRAK protein kinase inhibitors and applied to IRAK mediated disorders.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。这些化合物包括能够结合到IRAK4的IRAK结合基团和诱导降解的基团（DIM）。DIM可以是DTM、一个连接酶结合基团（LBM）或赖氨酸类似物。这些化合物可以作为IRAK蛋白激酶抑制剂，并应用于IRAK介导的疾病。
• Catechol boron halides: mild and selective reagents for cleavage of common protecting groups
  作者：Robert K. Boeckman、Joan C. Potenza

  DOI：10.1016/s0040-4039(00)99058-0

  日期：1985.1

  Catechol boron halides (1,X=Cl, Br) cleave certain ether, ester and carbamate protecting groups under mild conditions. The scope and selectivity of these readily available reagents has been examined.

  邻苯二酚卤化硼（1，X = Cl，Br）在温和条件下裂解某些醚，酯和氨基甲酸酯保护基。已经检查了这些容易获得的试剂的范围和选择性。
• Efficient chemoselective deprotection of silyl ethers using catalytic 1-chloroethyl chloroformate in methanol
  作者：Chang-Eun Yeom、Young Jong Kim、So Young Lee、Yong Je Shin、B. Moon Kim

  DOI：10.1016/j.tet.2005.10.043

  日期：2005.12

  Fast and chemoselective desilylation of silyl-protected alcohols was achieved using a catalytic amount of 1-chloroethyl chloroformate in methanol. With a minimal amount of 1-chloroethyl chloroformate as the source for anhydrous HCl, extremely efficient cleavage of silyl ethers of primary and secondary alcohols was accomplished, and chemoselective deprotection of one silyl ether in the presence of another silyl or other acid-labile group was possible through controlling the amount of the chloroformate and reaction time. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of 5-Amino- and 4-Hydroxy-2-phenylsulfonylmethylpiperidines
  作者：Nicole Langlois、Julien Massé

  DOI：10.3987/com-08-s(f)37

  日期：——

  Suitable protected 5-amino- and 4-hydroxy-2-phenylsulfonylmethylpiperidines were synthesized from functionalized N-benzyloxycarbonylpiperidin-2-ones through the opening of lactam ring by methyl phenyl sulfone carbanion followed by reductive aminocyclization.