N-苯乙基氨基甲酸异丙酯 | 63982-24-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苯乙基氨基甲酸异丙酯
• 英文名称: isopropyl phenethylcarbamate
• 英文别名: Carbamic acid, phenethyl-, isopropyl ester；propan-2-yl N-(2-phenylethyl)carbamate
• CAS: 63982-24-1
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: HZMHUMWAGBXLBY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-苯乙胺 在 四丁基高氯酸铵 、 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 N-苯乙基氨基甲酸异丙酯
  参考文献：
  名称：

  在电化学条件下由草酰胺酸合成氨基甲酸酯。

  摘要：

  报道了在温和的电化学条件下通过草酸的氧化脱羧合成氨基甲酸酯。这种简单的无光气的氨基甲酸酯途径涉及在酒精介质中通过草酸的阳极氧化原位生成异氰酸酯。该反应适用于广泛的草酰胺酸，包括手性酸，以及在不使用化学氧化剂的情况下，通过一锅法即可提供所需氨基甲酸酯的醇。

  DOI：

  10.1039/d0cc05069e

文献信息

• Synthesis of Carbamates from Amines and Dialkyl Carbonates: Influence of Leaving and Entering Groups
  作者：Pietro Tundo、C. McElroy、Fabio Aricò

  DOI：10.1055/s-0029-1219927

  日期：2010.6

  A number of carbamates were synthesised through a halogen-free process by reacting amines with symmetrical and unsymmetrical carbonates. The results obtained showed a specific trend of preferred leaving groups (in the dialkyl carbonates) depending on whether a catalyst or a base was used. On the other hand, investigations conducted on the preferred entering groups (amines) for the synthesis of carbamates showed the same trend regardless of whether a catalyst or a base was used. Finally, in accordance with the results obtained, it was possible to synthesise sterically hindered carbamates in high yield by transesterification of methyl carbamate with a sterically hindered alcohol.

  通过无卤素反应法，将胺与对称和不对称的碳酸酯反应合成了一些碳酸酯。所获得的结果显示，优先离去基团（在二烷基碳酸酯中）的选择趋势取决于使用催化剂或碱的情况。另一方面，对合成碳酸酯的优选进入基团（胺）的研究显示，无论使用催化剂或碱，趋势都是相同的。最后，根据获得的结果，通过将甲基碳酸酯与立体障碍的醇进行转酯化，可以高产率合成立体障碍的碳酸酯。
• [EN] MTORC MODULATORS AND USES THEREOF<br/>[FR] MODULATEURS DE MTORC ET LEURS UTILISATIONS
  申请人：AEOVIAN PHARMACEUTICALS INC

  公开号：WO2020154447A1

  公开（公告）日：2020-07-30

  Novel rapamycin analogs and uses thereof are disclosed herein. The rapamycin analogs of the present disclosure show increased mTORC1 specificity and lowered mTORC2 specificity relative to rapamycin.

  本文披露了新型雷帕霉素类似物及其用途。本公开的雷帕霉素类似物相对于雷帕霉素表现出增加的mTORC1特异性和降低的mTORC2特异性。
• Low-valent titanium-catalyzed deprotection of allyl- and propargyl-carbamates to amines
  作者：Suchithra Madhavan、Hiromasa Takagi、Shunpei Fukuda、Sentaro Okamoto

  DOI：10.1016/j.tetlet.2016.03.093

  日期：2016.5

  effectively catalyzed the deprotection of allyloxycarbonyl (alloc)- and propargyloxycarbonyl (poc)-protected amines in THF at around room temperature to produce parent amines in good yields. Alloc- and poc-protected secondary amines were smoothly deprotected to parent amines by a reaction catalyzed by a Ti(O-i-Pr)4/Me3SiCl/Mg reagent. The deprotection of alloc- and poc-protected primary amines was successfully

  在Me 3 SiCl的存在下，Ti（O- i- Pr）4 / Mg和CpTiCl 3 / Mg试剂可在室温下于室温下有效催化烯丙氧羰基（alloc）和炔丙基氧羰基（poc）保护的胺的脱保护。以高收率生产母体胺。通过Ti（O- i- Pr）4 / Me 3 SiCl / Mg试剂催化的反应，将对Alloc和poc保护的仲胺平滑地脱保护为母体胺。CpTiCl 3 / Me 3 SiCl / Mg试剂成功催化了分配基和poc保护的伯胺的脱保护。
• mTORC modulators and uses thereof
  申请人：Aeovian Pharmaceuticals, Inc.

  公开号：US11021492B2

  公开（公告）日：2021-06-01

  Novel rapamycin analogs and uses thereof are disclosed herein. The rapamycin analogs of the present disclosure show increased mTORC1 specificity and lowered mTORC2 specificity relative to rapamycin.

  本文公开了新型雷帕霉素类似物及其用途。 与雷帕霉素相比，本公开的雷帕霉素类似物显示出更高的 mTORC1 特异性和更低的 mTORC2 特异性。
• Multilevel Selectivity in the Mild and High-Yielding Chlorosilane-Induced Cleavage of Carbamates to Isocyanates
  作者：Pek Y. Chong、Slawomir Z. Janicki、Peter A. Petillo

  DOI：10.1021/jo981816+

  日期：1998.11.1

  The silane-induced cleavage of a series of N-p-tolylcarbamates and N-phenethylcarbamates to isocyanates has been investigated as a function of chlorosilane, carbamate substituent, and reaction conditions. Reaction yields were determined from the isolated ureas, which were formed by trapping the Corresponding isocyanates with isobutylamine. Under room-temperature conditions, multilevel selectivity in carbamate activation has been demonstrated. This selectivity together with the generality of the methodology enhances the utility of carbamates as synthetic intermediates and protecting groups. To demonstrate the effectiveness of this selectivity, a series of biscarbamates were selectively monoactivated to isocyanates in excellent yields.