Tert-butyl 3,5-dimethyl-1h-pyrazole-1-carboxylate | 219580-24-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Tert-butyl 3,5-dimethyl-1h-pyrazole-1-carboxylate
• 英文别名: tert-butyl 3,5-dimethylpyrazole-1-carboxylate
• CAS: 219580-24-2
• 化学式: C₁₀H₁₆N₂O₂
• 分子量: 196.249
• InChiKey: XTBISQIOEDXGGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-2-苯基乙酸 、 Tert-butyl 3,5-dimethyl-1h-pyrazole-1-carboxylate 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以52%的产率得到N-Boc-DL-苯基甘氨酸
  参考文献：
  名称：

  New facile alkoxycarbonylating agent, alkyl pyrazole-1-carboxylates. The preparation and the utilities

  摘要：

  Alkyl pyrazole-1-carboxylates (2), which were readily prepared from alkyl chloroformate or carbazate in good yields, were provided as the new facile alkoxycarbonylating agents toward the Grignard reagents for the synthesis of one carbon higher carboxylic esters. Also amines were alkoxycarbonylated by 2 to produce the corresponding urethanes even in an aqueous medium. Benzyl 3,5-dimethylpyrazole-1-carboxylate (2d) could be utilized for the Cbz-protection of amino acids and esters in good yield without any racemization. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00947-8
• 作为产物：
  描述：

  3,5-二甲基吡唑 、 二碳酸二叔丁酯 以 neat (no solvent) 为溶剂， 反应 0.17h， 以98%的产率得到Tert-butyl 3,5-dimethyl-1h-pyrazole-1-carboxylate
  参考文献：
  名称：

  对催化剂和无溶剂介质中的胺进行高效，快速的化学选择性BOC保护

  摘要：

  据报道，在温和的反应条件下，在无催化剂和无溶剂的介质中，绿色环保的路线几乎可以定量保护各种脂肪族和芳香族胺，氨基酸和氨基醇的BOC。产物通过1 H，13 C NMR，IR光谱和某些情况下的元素分析确认。该方案不需要任何水淬，溶剂分离和纯化步骤，例如重结晶和柱色谱法。

  DOI：

  10.1007/s11164-016-2702-9

文献信息

• VOLTAGE-GATED SODIUM CHANNEL BLOCKERS
  申请人：Boehm Jeffrey Charles

  公开号：US20130023541A1

  公开（公告）日：2013-01-24

  The present invention relates to voltage-gated sodium channel blocker intermediates, compounds and dimers, corresponding pharmaceutical compositions, compound preparation and treatment methods for respiratory or respiratory tract diseases.

  本发明涉及电压门控钠通道阻滞剂中间体、化合物和二聚体，相应的药物组合物、化合物制备和治疗呼吸或呼吸道疾病的方法。
• Efficient and expeditious chemoselective BOC protection of amines in catalyst and solvent-free media
  作者：Balaga Viswanadham、Abdul S. Mahomed、Holger B. Friedrich、Sooboo Singh

  DOI：10.1007/s11164-016-2702-9

  日期：2017.3

  A green and eco-friendly route for the almost quantitative BOC protection of a large variety of aliphatic and aromatic amines, amino acids, and amino alcohols is reported in catalyst and solvent-free media under mild reaction conditions. The products were confirmed by 1H, 13C NMR, IR spectroscopy, and in some cases, elemental analysis. This protocol does not require any water quenches, solvent separations

  据报道，在温和的反应条件下，在无催化剂和无溶剂的介质中，绿色环保的路线几乎可以定量保护各种脂肪族和芳香族胺，氨基酸和氨基醇的BOC。产物通过1 H，13 C NMR，IR光谱和某些情况下的元素分析确认。该方案不需要任何水淬，溶剂分离和纯化步骤，例如重结晶和柱色谱法。
• New facile alkoxycarbonylating agent, alkyl pyrazole-1-carboxylates. The preparation and the utilities
  作者：Choji Kashima、Shiro Tsuruoka、Saori Mizuhara

  DOI：10.1016/s0040-4020(98)00947-8

  日期：1998.12

  Alkyl pyrazole-1-carboxylates (2), which were readily prepared from alkyl chloroformate or carbazate in good yields, were provided as the new facile alkoxycarbonylating agents toward the Grignard reagents for the synthesis of one carbon higher carboxylic esters. Also amines were alkoxycarbonylated by 2 to produce the corresponding urethanes even in an aqueous medium. Benzyl 3,5-dimethylpyrazole-1-carboxylate (2d) could be utilized for the Cbz-protection of amino acids and esters in good yield without any racemization. (C) 1998 Elsevier Science Ltd. All rights reserved.