1-苯基乙基氨基甲酸叔丁酯 | 33036-40-7

• 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: 1-苯基乙基氨基甲酸叔丁酯
• 中文别名: 叔丁基(1-苯乙基)氨基甲酸酯
• 英文名称: tert-butyl (1-phenylethyl)carbamate
• 英文别名: tert-Butyl 1-phenylethylcarbamate；tert-butyl N-(1-phenylethyl)carbamate
• CAS: 33036-40-7
• 化学式: C₁₃H₁₉NO₂
• mdl: MFCD07127719
• 分子量: 221.299
• InChiKey: WOIRCKJMSPMDAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-苯基乙基氨基甲酸叔丁酯 在 水 、 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到α-苯乙胺
  参考文献：
  名称：

  Deprotection of a primary Boc group under basic conditions

  摘要：

  Treatment of a primary t-butyl carbamate (Boc) group with excess sodium t-butoxide in slightly wet tetrahydrofuran or 2-methyltetrahydrofuran provides the corresponding primary amine in excellent yield. We believe the reaction proceeds through ail isocyanate intermediate. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.11.108
• 作为产物：
  描述：

  1-叠氮基乙基苯 以 甲苯 为溶剂， 反应 6.0h， 生成 1-苯基乙基氨基甲酸叔丁酯
  参考文献：
  名称：

  One-pot conversion of azides to Boc-protected amines with trimethylphosphine and Boc-ON

  摘要：

  Reaction of azides with trimethylphosphine followed by addition of 2-(tert-butoxycarbonyloxyimino)-2-phenyl- acetonitrile (Boc-ON) at -20 degrees C,and stirring at r.t. for 5 h affords the desired Boc-amines in 87-100% yields. Similar yields are obtained by mixing all components together (azide, Me3P, and Boc-ON) in toluene or THF. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02006-1

文献信息

• Chemoselective alkoxycarbonylation reagent having trifluoromethylsulfonyl-4-trifluoromethylanilide as a leaving group †
  作者：Tomohisa Yasuhara、Yasuo Nagaoka、Kiyoshi Tomioka

  DOI：10.1039/a905561d

  日期：——

  N-Benzyloxy- and N-tert-butoxycarbonyltrifluoromethylsulfonyl-4-trifluoromethylanilides were prepared and were found to be chemoselective and shelf-storable alkoxycarbonylation reagents.

  合成了N-苄氧基和N-叔丁氧基羧基三氟甲基磺酰基-4-三氟甲基苯胺，发现它们是化学选择性和储存稳定的醇氧基羧基化试剂。
• Synthesis, X-Ray Crystallography, and Reactions of <i>N</i>-Acyl and <i>N</i>-Carbamoyl Succinimides
  作者：Cassie A. Goodman、Joel B. Eagles、Leandre Rudahindwa、Christopher G. Hamaker、Shawn R. Hitchcock

  DOI：10.1080/00397911.2012.690061

  日期：2013.8.18

  Abstract A collection of N-acyl and N-carbamoyl succinimides were prepared by acylation of succinimide with acyl chlorides or by ethylene dichloride (EDC) coupling of carboxylic acids. The x-ray crystal structures of N-benzoyl and N-p-nitrobenzoyl succinimides were determined. The N-acyl succinimides were effective in acylating primary amines, a secondary amine, and an aromatic amine. Supplemental

  摘要 通过琥珀酰亚胺与酰氯的酰化或羧酸的二氯乙烷 (EDC) 偶联制备了一系列 N-酰基和 N-氨基甲酰基琥珀酰亚胺。确定了 N-苯甲酰基和 Np-硝基苯甲酰基琥珀酰亚胺的 X 射线晶体结构。N-酰基琥珀酰亚胺可有效地酰化伯胺、仲胺和芳香胺。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要
• Oxidative Amidation of Nitroalkanes with Amine Nucleophiles using Molecular Oxygen and Iodine
  作者：Jing Li、Martin J. Lear、Yuya Kawamoto、Shigenobu Umemiya、Alice R. Wong、Eunsang Kwon、Itaru Sato、Yujiro Hayashi

  DOI：10.1002/anie.201505192

  日期：2015.10.26

  encumberance, and epimerizable stereocenters. A direct oxidative method was developed to form amide and peptide bonds between amines and primary nitroalkanes simply by using I2 and K2CO3 under O2. Contrary to expectations, a 1:1 halogen‐bonded complex forms between the iodonium source and the amine, which reacts with nitronates to form α‐iodo nitroalkanes as precursors to the amides.

  酰胺和肽的形成通常需要强大而温和的试剂系统。然而，所使用的试剂通常是昂贵且高度复杂的。达到这些目标的新的原子经济和实用的方法是非常可取的。理想情况下，该方法应从易于以手性和非手性形式获得的底物开始，并使用廉价的试剂，这些试剂与多种官能团，空间位阻和可差向立体中心兼容。开发了一种直接氧化方法，只需在O 2下使用I 2和K 2 CO 3即可在胺与伯硝基烷烃之间形成酰胺和肽键。。与预期相反，在碘鎓源和胺之间形成了1：1的卤素键合配合物，该配合物与硝酸盐反应生成α-碘硝基烷烃，作为酰胺的前体。
• Synthesis of <i>N</i>-Boc-Propargylic and Allylic Amines by Reaction of Organomagnesium Reagents with <i>N</i>-Boc-Aminals and Their Oxidation to <i>N</i>-Boc-Ketimines
  作者：Taichi Kano、Ryohei Kobayashi、Keiji Maruoka

  DOI：10.1021/acs.orglett.5b03446

  日期：2016.1.15

  N-Boc-protected propargylic and allylic amines were synthesized by the reaction between N-Boc-aminals and organomagnesium reagents through the in situ generated N-Boc-imine intermediates. The obtained N-Boc-propargylic amines could be readily converted into unprecedented N-Boc-ketimines by oxidation with manganese dioxide.

  通过原位生成的N -Boc-亚胺中间体，通过N -Boc-缩醛胺与有机镁试剂之间的反应，合成了以前无法获得的N -Boc-保护的炔丙基和烯丙基胺。通过用二氧化锰氧化，可以容易地将获得的N -Boc-炔丙基胺转化为空前的N -Boc-酮亚胺。
• MORPHOLINYL AND PYRROLIDINYL ANALOGS
  申请人：Goodman Krista B.

  公开号：US20080021023A1

  公开（公告）日：2008-01-24

  The present invention relates to morpholinyl, and pyrrolidinyl analogs, pharmaceutical compositions containing them, and their use as antagonists of urotensin II.

  本发明涉及吗吗啉基和吡咯啉基类似物，含有它们的药物组合物，以及它们作为尿苷II拮抗剂的用途。