3-(叔丁氧基羰基氨基)-3-甲基丁酸甲酯 | 145486-69-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-(叔丁氧基羰基氨基)-3-甲基丁酸甲酯
• 英文名称: methyl 3-<<(tert-butoxy)carbonyl>amino>-3-methylbutanoate
• 英文别名: Boc-Aib-OMe；methyl 3-(tert-butoxycarbonylamino)-3-methylbutanoate；Methyl 3-((tert-butoxycarbonyl)amino)-3-methylbutanoate；methyl 3-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 145486-69-7
• 化学式: C₁₁H₂₁NO₄
• 分子量: 231.292
• InChiKey: ASMVPANSOJXQBS-UHFFFAOYSA-N

物化性质

• 沸点：
  313.4±25.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 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：

  3-(叔丁氧基羰基氨基)-3-甲基丁酸甲酯 在 二异丁基氢化铝 、 甲醇 、 水 、 Rochelle's salt 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 2.5h， 生成 (1,1-dimethyl-3-oxo-propyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Substituted imidazole compounds as KSP inhibitors

  摘要：

  本发明涉及新的取代咪唑化合物及其药用可接受的盐、酯或前药，该衍生物与药用可接受的载体的组合物，以及该化合物的用途。本发明的化合物具有以下一般式：

  公开号：

  US20070037853A1
• 作为产物：
  描述：

  3-氨基-3-甲基丁酰胺 在 sodium hydroxide 、 caesium carbonate 作用下， 反应 60.0h， 生成 3-(叔丁氧基羰基氨基)-3-甲基丁酸甲酯
  参考文献：
  名称：

  Preparation and Structure ofβ-Peptides Consisting of Geminally Disubstitutedβ2,2- andβ3,3-Amino Acids: A Turn Motif forβ-Peptides

  摘要：

  We report on the synthesis of new and previously described beta-peptides (1-6), consisting of up to twelve beta(2,2-) or beta(3,3)-geminally disubstituted beta-amino acids which do not fit into any of the secondary structural patterns of beta-peptides, hitherto disclosed. The required 2,2- and 3,3-dimethyl derivatives of 3-aminopropanoic acid are readily obtained from 3-methylbut-2-enoic acid and ammonia (Scheme 1) and from Boc-protected methyl 3-aminopropanoate by enolate methylation (Scheme 2). Protected (Boc for solution-, Fmoc for solid-phase syntheses) 1-(aminomethyl)cycloalkanecarboxylic-acid derivatives (with cyclopropane, cyclobutane, cyclopentane, and cyclohexane rings) are obtained from 1-cyanocycloalkanecarboxylates and the corresponding dihaloalkanes (Scheme 3). Fully C-13- and N-15-labeled 3-amino-2,2-dimethylpropanoic-acid derivatives were prepared from the corresponding labeled precursors (see asterixed formula numbers and Scheme 4). Coupling of these amino acids was achieved by methods which we had previously employed for other beta-peptide syntheses ( intermediates 18 - 23). Crystal structures of Boc-protected geminally disubstituted amine acids (16a-d) and of the corresponding tripeptide (23a), as well as NMR and IR spectra of an isotopically labeled beta-hexapeptide (2a*) are presented (Figs. 1-4) and discussed. The tripeptide structure contains a ten-membered H-bonded ring which is proposed to be a turn-forming motif for beta-peptides (Fig. 2).

  DOI：

  10.1002/(sici)1522-2675(19981216)81:12<2218::aid-hlca2218>3.0.co;2-0

文献信息

• Substituted imidazole compounds as KSP inhibitors
  申请人：Barsanti A. Paul

  公开号：US20070037853A1

  公开（公告）日：2007-02-15

  The present invention relates to new substituted imidazole compounds and pharmaceutically acceptable salts, esters or prodrugs thereof, compositions of the derivatives together with pharmaceutically acceptable carriers, and uses of the compounds. The compounds of the invention have the following general formula:

  本发明涉及新的取代咪唑化合物及其药用可接受的盐、酯或前药，该衍生物与药用可接受的载体的组合物，以及该化合物的用途。本发明的化合物具有以下一般式：
• Solventless Mechanosynthesis of N-Protected Amino Esters
  作者：Laure Konnert、Frédéric Lamaty、Jean Martinez、Evelina Colacino

  DOI：10.1021/jo500463y

  日期：2014.5.2

  planetary ball mill proved to be more suitable for the synthesis of amino esters from N-protected amino acids via a one-pot activation/esterification reaction in the presence of various dialkyl dicarbonates or chloroformates. The spot-to-spot reactions were straightforward, leading to the final products in reduced reaction times with improved yields and simplified work-up procedures.

  N-或C-保护的氨基酸的机械化学衍生化是在无溶剂条件下在球磨机中进行的。用于制备甲振动球磨机ñ -保护的α-和β-氨基酯从相应的起始N-通过在二-的存在下，氨基甲酰反应未掩蔽的前体叔丁基酯（BOC 2 O），氯甲酸苄酯（Z-Cl）或9-芴基甲氧基羰基氯甲酸酯（Fmoc-Cl）。事实证明，行星式球磨机更适合通过一锅法从N保护的氨基酸合成氨基酯各种二碳酸二烷基酯或氯甲酸酯存在下的活化/酯化反应。点对点反应简单明了，从而缩短了反应时间，提高了收率，简化了后处理程序，从而使最终产品成为可能。
• SUBSTITUTED PYRAZOLE AND TRIAZOLE COMPOUNDS AS KSP INHIBITORS
  申请人：Xia Yi

  公开号：US20080200462A1

  公开（公告）日：2008-08-21

  Disclosed are new substituted pyrazole and triazole compounds of Formula (I) and pharmaceutically acceptable salts, esters or prodrugs thereof, compositions of the derivatives together with pharmaceutically acceptable carriers, and uses thereof:

  本发明涉及一种新的取代吡唑和三唑化合物，其化学式为（I），以及其药学上可接受的盐、酯或前药，该衍生物与药学上可接受的载体的组合物，以及其用途。
• 1,3,4-OXADIAZOLE AND 1,3,4-THIADIAZOLE BETA-LACTAMASE INHIBITORS
  申请人：Cubist Pharmaceuticals, Inc.

  公开号：US20130296290A1

  公开（公告）日：2013-11-07

  β-Lactamase inhibitor compounds (BLIs) are disclosed, including compounds that have activity against class A, class C or class D β-lactamases. Methods of manufacturing the BLIs, and uses of the compounds in the preparation of pharmaceutical compositions and antibacterial applications are also disclosed.

  本文披露了β-内酰胺酶抑制剂化合物（BLIs），其中包括对A类、C类或D类β-内酰胺酶具有活性的化合物。本文还披露了制造BLIs的方法，以及在制备药物组合物和抗菌应用中使用这些化合物的方法。
• BETA-LACTAMASE INHIBITORS
  申请人：CUBIST PHARMACEUTICALS, INC.

  公开号：US20140315876A1

  公开（公告）日：2014-10-23

  β-Lactamase inhibitor compounds (BLIs) are disclosed, including compounds that have activity against class A, class C or class D β-lactamases. Methods of manufacturing the BLIs, and uses of the compounds in the preparation of pharmaceutical compositions and antibacterial applications are also disclosed.

  本文披露了β-内酰胺酶抑制剂化合物（BLIs），其中包括对A类、C类或D类β-内酰胺酶具有活性的化合物。还披露了制造BLIs的方法以及在制备药物组合物和抗菌应用中使用该化合物的用途。