(S)-tert-butyl 4-(aminooxy)-2-((tert-butoxycarbonyl)amino)butanoate | 364789-95-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-tert-butyl 4-(aminooxy)-2-((tert-butoxycarbonyl)amino)butanoate
• 英文别名: tert-butyl L-2-(tert-butoxycarbonyl)amino-4-aminoxy-butyrate；tert-butyl (2S)-4-aminooxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 364789-95-7
• 化学式: C₁₃H₂₆N₂O₅
• 分子量: 290.36
• InChiKey: AVGBBTVJTZUZED-VIFPVBQESA-N

物化性质

• 沸点：
  421.0±40.0 °C(Predicted)
• 密度：
  1.077±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 4-(aminooxy)-2-((tert-butoxycarbonyl)amino)butanoate 在 哌啶 、 碳酸氢钠 作用下， 以 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 10.5h， 生成 tert-butyl L-2-(tert-butoxycarbonyl)amino-4-(S-methylthioureidooxy)-butyrate
  参考文献：
  名称：

  Preparation and evaluation of new l-canavanine derivatives as nitric oxide synthase inhibitors

  摘要：

  New derivatives of the amino acid L-canavanine were prepared by total chemical synthesis and evaluated as inhibitors of inducible nitric oxide synthase (NOS). Replacement of the delta -methylene group of known NOS inhibitors with an oxygen atom produced dramatic effects as to the ability of these compounds to interact with the enzyme. These results indicate that the addition of an electron withdrawing group in the side chain of L-arginine-derived NOS inhibitors must be considered during inhibitor design depending on the expected mode of interaction with the enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00547-6
• 作为产物：
  描述：

  Boc-L-天冬氨酸 4-苄酯 在 palladium on activated charcoal 4-二甲氨基吡啶 、 硼烷四氢呋喃络合物 、 氢气 、 N,N'-二环己基碳二亚胺 、 三苯基膦 、 肼 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， -15.0~20.0 ℃ 、344.74 kPa 条件下， 反应 4.0h， 生成 (S)-tert-butyl 4-(aminooxy)-2-((tert-butoxycarbonyl)amino)butanoate
  参考文献：
  名称：

  Preparation and evaluation of new l-canavanine derivatives as nitric oxide synthase inhibitors

  摘要：

  New derivatives of the amino acid L-canavanine were prepared by total chemical synthesis and evaluated as inhibitors of inducible nitric oxide synthase (NOS). Replacement of the delta -methylene group of known NOS inhibitors with an oxygen atom produced dramatic effects as to the ability of these compounds to interact with the enzyme. These results indicate that the addition of an electron withdrawing group in the side chain of L-arginine-derived NOS inhibitors must be considered during inhibitor design depending on the expected mode of interaction with the enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00547-6

文献信息

• [EN] 2 -AMINO- 1, 8 -NAPHTHYRIDINE-3 -CARBOXAMIDE DERIVATIVES AS ANTIMICROBIAL AGENTS<br/>[FR] DÉRIVÉS DE 2-AMINO-1,8-NAPHTYRIDINE-3-CARBOXAMIDE UTILISÉS COMME AGENTS ANTIMICROBIENS
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2013072882A1

  公开（公告）日：2013-05-23

  The present invention concerns novel 2-amino-1,8-naphthyridine-3-carboxamide derivatives of formula I, a pharmaceutical antibacterial composition containing them and the use of these compounds in the manufacture of a medicament for the treatment of infections (e.g. bacterial infections). These compounds are useful antimicrobial agents effective against a variety of human and veterinary pathogens including among others Gram-positive and Gram-negative aerobic and anaerobic bacteria.

  本发明涉及公式I的新型2-氨基-1,8-萘啶-3-甲酰胺衍生物，包含它们的药用抗菌组合物以及利用这些化合物制造用于治疗感染（例如细菌感染）的药物。这些化合物是有用的抗微生物药剂，对包括革兰氏阳性和阴性需氧菌和厌氧菌在内的各种人类和兽医病原体具有有效作用。
• Preparation and evaluation of new l-canavanine derivatives as nitric oxide synthase inhibitors
  作者：Xiaofeng Li、Robert N Atkinson、S Bruce King

  DOI：10.1016/s0040-4020(01)00547-6

  日期：2001.7

  New derivatives of the amino acid L-canavanine were prepared by total chemical synthesis and evaluated as inhibitors of inducible nitric oxide synthase (NOS). Replacement of the delta -methylene group of known NOS inhibitors with an oxygen atom produced dramatic effects as to the ability of these compounds to interact with the enzyme. These results indicate that the addition of an electron withdrawing group in the side chain of L-arginine-derived NOS inhibitors must be considered during inhibitor design depending on the expected mode of interaction with the enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.