ethyl 1-[(tert-butoxy)carbonylamino]-3-methylenecyclobutanecarboxylate | 281207-62-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 1-[(tert-butoxy)carbonylamino]-3-methylenecyclobutanecarboxylate
• 英文别名: Ethyl 1-((tert-butoxycarbonyl)amino)-3-methylenecyclobutane-1-carboxylate；ethyl 3-methylidene-1-[(2-methylpropan-2-yl)oxycarbonylamino]cyclobutane-1-carboxylate
• CAS: 281207-62-3
• 化学式: C₁₃H₂₁NO₄
• 分子量: 255.314
• InChiKey: VSWQHVPMOVSDAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 1-[(tert-butoxy)carbonylamino]-3-methylenecyclobutanecarboxylate 在 sodium hypochlorite 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl cis-2-amino-6-aza-5-oxa-7-phenylspiro[3.4]oct-6-ene-2-carboxylate
  参考文献：
  名称：

  Diastereoselective Synthesis of Hydantoin- and Isoxazoline-Substituted Dispirocyclobutanoids

  摘要：

  Synthetic strategies for constructing novel achiral cyclobutanoid isoxazolidinoimidazolidinedione heterocycles, with a generalized structure of II, have been developed via 1,3-dipolar cycloaddition and carbanilide cyclization transformations from methylenecyclobutane 13. The exo methylene cyclobutane system has made the realization of some diasteroselectivity possible, such that the H-bond (Boc-NH) directed product (i.e., 14) was obtained with 3:1 selectivity relative to the non-H-bond directed product (i.e., 15).

  DOI：

  10.1021/jo000152c
• 作为产物：
  描述：

  甲基三苯基溴化膦 、 1-氨基-3-氧代环丁烷-1-羧酸乙酯 在 potassium tert-butylate 作用下， 以 1,4-二氧六环 为溶剂， 以90%的产率得到ethyl 1-[(tert-butoxy)carbonylamino]-3-methylenecyclobutanecarboxylate
  参考文献：
  名称：

  Diastereoselective Synthesis of Hydantoin- and Isoxazoline-Substituted Dispirocyclobutanoids

  摘要：

  Synthetic strategies for constructing novel achiral cyclobutanoid isoxazolidinoimidazolidinedione heterocycles, with a generalized structure of II, have been developed via 1,3-dipolar cycloaddition and carbanilide cyclization transformations from methylenecyclobutane 13. The exo methylene cyclobutane system has made the realization of some diasteroselectivity possible, such that the H-bond (Boc-NH) directed product (i.e., 14) was obtained with 3:1 selectivity relative to the non-H-bond directed product (i.e., 15).

  DOI：

  10.1021/jo000152c

文献信息

• [EN] PYRAZOLO[1,5-A]PYRAZINE DERIVATIVES AS BTK INHIBITORS<br/>[FR] DÉRIVÉS DE PYRAZOLO[1,5-A]PYRAZINE UTILISÉS EN TANT QU'INHIBITEURS DE BTK
  申请人：BIOGEN MA INC

  公开号：WO2022104079A1

  公开（公告）日：2022-05-19

  Provided are compounds of Formula (I'): or pharmaceutically acceptable salts thereof, wherein the variables in the formula are as defined herein; and methods for their use and production.

  提供了公式（I'）的化合物或其药学上可接受的盐，其中公式中的变量如此处定义；以及它们的使用和生产方法。
• Diastereoselective Synthesis of Hydantoin- and Isoxazoline-Substituted Dispirocyclobutanoids
  作者：Kyung-Ho Park、Mark J. Kurth

  DOI：10.1021/jo000152c

  日期：2000.6.1

  Synthetic strategies for constructing novel achiral cyclobutanoid isoxazolidinoimidazolidinedione heterocycles, with a generalized structure of II, have been developed via 1,3-dipolar cycloaddition and carbanilide cyclization transformations from methylenecyclobutane 13. The exo methylene cyclobutane system has made the realization of some diasteroselectivity possible, such that the H-bond (Boc-NH) directed product (i.e., 14) was obtained with 3:1 selectivity relative to the non-H-bond directed product (i.e., 15).