Methyl 3-(benzyl(tert-butoxycarbonyl)amino)propanoate | 155339-52-9

• 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: Methyl 3-(benzyl(tert-butoxycarbonyl)amino)propanoate
• 英文别名: methyl 3-[benzyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propanoate
• CAS: 155339-52-9
• 化学式: C₁₆H₂₃NO₄
• mdl: MFCD18206237
• 分子量: 293.363
• InChiKey: PWZKRDRSPMQPDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 3-(benzyl(tert-butoxycarbonyl)amino)propanoate 在 水 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 3-[苄基(叔丁氧羰基)胺]丙酸
  参考文献：
  名称：

  1,5,6,7-四氢-4H-吡唑并[4,3-c]吡啶-4-酮的合成为组胺的构象约束吡唑类似物

  摘要：

  开发了三种合成方法，用于制备作为杂环组胺类似物的1,5-二取代的1,5,6,7-四氢-4 H-吡唑并[4,3 - c ]吡啶-4-酮。第一种方法从易于获得的5-（2-氨基乙基）-1 H-吡唑-4-甲酸甲酯开始，将其进行N-烷基化，然后在碱的存在下将所得仲胺环化，得到17标题化合物-92％的产率（方法A）。或者，首先将胺环化为5-未取代的吡唑并[4,3- c] pyridin-4-ones。随后的N-苄基化以36-49％的产率提供了三种标题化合物（方法B）。第三种方法包括丙烯酸甲酯六步转化为1-苄基哌啶-2,4-二酮。用N，N-二甲基甲酰胺二甲基乙缩醛（DMFDMA）处理后者，然后用甲基，苯基和叔丁基肼将形成的烯胺酮酸催化环化，得到相同的三种标题化合物，产率为79-87％（方法C）。 。 烯酮-环化-烷基化-吡唑并[4,3- c ]吡啶-组胺

  DOI：

  10.1055/s-0030-1257864
• 作为产物：
  描述：

  苄胺 生成 Methyl 3-(benzyl(tert-butoxycarbonyl)amino)propanoate
  参考文献：
  名称：

  串联迈克尔反应用于吡咯烷和哌啶环系统的构建

  摘要：

  通过简单的方案完成了双取代吡咯烷和哌啶骨架的聚合一锅式构建，该方案涉及将分子间共轭的氮亲核试剂加到亲电烯烃中，然后通过内置的α，β-不饱和分子将捕获的烯醇化物分子内捕获受体。

  DOI：

  10.1016/s0040-4039(00)89020-6

文献信息

• Enantioselective synthesis of (−)-meroquinene through tandem Michael reaction methodology.
  作者：Achille Barco、Simonetta Benetti、Carmela De Risi、Gian P. Pollini、Romeo Romagnoli、Giampiero Spalluto、Vinicio Zanirato

  DOI：10.1016/s0040-4020(01)86974-x

  日期：1994.2

  chromatography after transformation of the nitrogen protective benzyl group into the corresponding carbamates 14 and 15. Both compounds, after elaboration of the chain geminal to the nitro group into a vinyl appendage. underwent regio- and stereo-selective removal of the nitro group by palladium-catalyzed displacement with hydride generated by formate to give the precursor 19, easily converted by treatment

  基于（L ）-薄荷基N-苄基-5-氨基-2E-戊烯酸酯3和1-乙酰氧基-4-甲氧基甲基氧基之间的分子间和分子内迈克尔顺序反应的非天然（-）-间苯二酚1的对映选择性合成方法描述了充当2-硝基-1,3-丁二烯4的替代物的-2-硝基丁烷10b。杂环化过程导致形成哌啶环系统12，该哌啶环系统是在C-3和C-4处新创建的手性中心以非分离的非对映异构体80:20混合物的形式获得的，在转化后，可通过柱色谱法轻松分离氮保护苄基变成相应的氨基甲酸酯14和15。在将与硝基成对的双链精加工成乙烯基附件后，将这两种化合物合成。通过用甲酸生成的氢化物通过钯催化的置换，进行区域和立体选择性除去硝基，得到前体19，其易于通过盐酸处理转化为1，以盐酸盐的形式分离。
• Hydantoin derivatives as inhibitors of matrix metalloproteinases and/or TNF-alpha converting enzyme
  申请人：——

  公开号：US20040063698A1

  公开（公告）日：2004-04-01

  The present invention provides compounds of Formula (I): 1 or a stereoisomer or pharmaceutically acceptable salt form thereof, wherein the variables A, R 1 , R 2 , R 3 , R 4 , Z, U, X, Y, Z a , and n are defined are as defined herein, which are useful as inhibitors of matrix metalloproteinases (MMP) and/or TNF-&agr; converting enzyme (TACE), or a combination thereof.

  本发明提供了公式（I）的化合物：1或其立体异构体或药学上可接受的盐形式，其中变量A、R1、R2、R3、R4、Z、U、X、Y、Za和n的定义如本文所述，其作为基质金属蛋白酶（MMP）和/或TNF-α转化酶（TACE）的抑制剂或其组合物是有用的。
• Synthesis of 6- and 7-Membered Cyclic Enaminones: Scope and Mechanism
  作者：Micah J. Niphakis、Brandon J. Turunen、Gunda I. Georg

  DOI：10.1021/jo100907u

  日期：2010.10.15

  Six- and seven-membered cyclic enaminones can be prepared using common. environmentally benign reagents. Ammo acids are used as synthetic precursors allowing diversification and the incorporation of chirality The key reaction in this multistep process involves deprotection Boc-amino ynones and subsequent treatment with methanolic K2CO3 to induce cyclization. A beta-amino elimination side reaction was identified in a few labile substrates that led to loss of stereochemical purity of degradation. This process can be mitigated in specific cases using mild deprotection conditions NMR and deuteitum-labeling experiments provided valuable insight into the work kings and limitations of this reaction Although disguised as a 6-endo-dig cyclization, the reagents employed in the transformation play a direct role in bond-making and bond-breaking. thus changing die mode of addition to a 6-endo-trig cyclization This method can be used to construct an array of monocyclic and bicyclic scaffolds. many of which me found in well-known natural products (e g indolizidine, quinolizidine, and Stemona alkaloids).
• Synthesis of β-amino arylketones through the addition of ArLi derivatives to β-aminoesters
  作者：Paulo G Lima、Lucia C Sequeira、Paulo R.R Costa

  DOI：10.1016/s0040-4039(01)00358-6

  日期：2001.5

  2-Lithiumthiophene and 2-lithiumpyridine were allowed to react with iv-substituted beta -aminoesters. Only beta -amino arylketones were obtained from N-BOC, IV-H derivatives, while arylenoates were formed (retro-conjugate addition) from those substrates bearing N-Bn, N-H substituents, despite the aryllithium used. When the nitrogen is disubstituted (BOC and Bn), the product distribution depended on the nucleophile, leading to tertiary alcohols for 2-lithiumthiophene or ketones for 2-lithiumpyridine. Tertiary alcohols were also formed when PhLi was used as a nucleophile. (C) 2001 Elsevier Science Ltd. All rights reserved.
• US7102008B2
  申请人：——

  公开号：US7102008B2

  公开（公告）日：2006-09-05