3-acetamidobutanoic acid | 136781-39-0

• 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: 3-acetamidobutanoic acid
• CAS: 136781-39-0
• 化学式: C₆H₁₁NO₃
• mdl: MFCD00045919
• 分子量: 145.158
• InChiKey: GONZZHIQIZBCNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924199090

反应信息

• 作为反应物：
  描述：

  3-acetamidobutanoic acid 在 (COCl₂)2 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 3-acetamidobutanoyl chloride
  参考文献：
  名称：

  Enantioselective synthesis of β-amino acids based on BINAP—ruthenium(II) catalyzed hydrogenation

  摘要：

  BINAP-Ru(II) catalyzed hydrogenation of beta-substituted (E)-beta-(acylamino)acrylic acids allows efficient enantioselective synthesis of beta-amino acids. The Z double bond isomers which possess an intramolecular hydrogen bond between amide and ester groups are more reactive but are hydrogenated with poor enantioselectivity. BINAP-Rh(I) complexes afford only moderate stereoselectivity with the opposite sense of enantioselection.

  DOI：

  10.1016/s0957-4166(00)86107-8
• 作为产物：
  描述：

  methyl (Z)-3-acetamido-2-butenoate 在 palladium on activated charcoal lithium hydroxide 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 27.0h， 生成 3-acetamidobutanoic acid
  参考文献：
  名称：

  Enantioselective synthesis of β-amino acids based on BINAP—ruthenium(II) catalyzed hydrogenation

  摘要：

  BINAP-Ru(II) catalyzed hydrogenation of beta-substituted (E)-beta-(acylamino)acrylic acids allows efficient enantioselective synthesis of beta-amino acids. The Z double bond isomers which possess an intramolecular hydrogen bond between amide and ester groups are more reactive but are hydrogenated with poor enantioselectivity. BINAP-Rh(I) complexes afford only moderate stereoselectivity with the opposite sense of enantioselection.

  DOI：

  10.1016/s0957-4166(00)86107-8

文献信息

• TREATMENT OF BACTERIAL INFECTIOUS DISEASES
  申请人：Boettger Erik

  公开号：US20130165397A1

  公开（公告）日：2013-06-27

  The present invention relates to a novel pharmacological treatment of bacterial infectious diseases in humans. Specifically the invention relates to the use of apramycin of formula (I) or apramycin derivatives to treat bacterial infectious diseases in humans. It is demonstrated that apramycin surprisingly does not have the expected high level of toxicity observed with related aminoglycoside antibiotics but actually is even significantly less toxic than compounds already used in human medicine such as gentamicin.

  本发明涉及一种新型的药理治疗人类细菌感染疾病的方法。具体而言，该发明涉及使用式（I）的阿帕霉素或阿帕霉素衍生物来治疗人类细菌感染疾病。实验证明，阿帕霉素出人意料地并没有观察到与相关氨基糖苷类抗生素相似的高毒性水平，而实际上甚至比已在人类医学中使用的庆大霉素等化合物毒性显著更低。
• Chiral Oxo- and Oxy-Functionalized Diphosphane Ligands Derived from Camphor for Rhodium(I)-Catalyzed Enantioselective Hydrogenation
  作者：Igor V. Komarov、Axel Monsees、Anke Spannenberg、Wolfgang Baumann、Ute Schmidt、Christine Fischer、Armin Börner

  DOI：10.1002/1099-0690(200301)2003:1<138::aid-ejoc138>3.0.co;2-o

  日期：2003.1

  diphosphane 17, was performed starting from (R)-camphor. The new diphosphanes were used as ligands in the enantioselective rhodium(I)-catalyzed hydrogenation of functionalized olefins − α- and β-dehydroamino acids and their esters − in order to elucidate the effect of the oxo- and oxy-functional groups. The enantioselectivities, ranging from 2−90% ee, and the rates were strongly dependent on the type and relative

  从 (R)-樟脑开始合成两个系列的非对映异构氧代和氧代二膦 7a-9a 和 7b-9b，以及类似的非官能化二膦 17。新的二膦被用作对映选择性铑（I）催化的官能化烯烃 - α- 和 β- 脱氢氨基酸及其酯 - 的氢化中的配体，以阐明氧-和氧-官能团的影响。对映选择性范围为 2-90% ee，并且速率很大程度上取决于催化剂中氧代或氧代取代基的类型和相对位置。给出了可能的影响解释。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Asymmetric syntheses with a new optically active perhydronaphthalene based chiral auxiliary
  作者：David P.G. Hamon、Jeffrey W. Holman、Ralph A. Massy-Westropp

  DOI：10.1016/s0040-4020(01)80228-3

  日期：——

  (1R,4aS,8S,8aS)-8-(5′-Methoxy-2′-methylphenyl)-8-methyldecahydro-1-naphthalenol 3a is a highly efficient chiral auxiliary in the Diels-Alder addition of its acrylate ester 5 and in the DIBAL-H and Grignard reactions of its phenylglyoxylate ester 7.

  （1 R，4a S，8 S，8a S）-8-（5'-甲氧基-2'-甲基苯基）-8-甲基十氢-1-萘3a是Diels-Alder添加的高效手性助剂丙烯酸酯5以及在DIBAL-H和Grignard反应中的苯乙醛酸酯7。
• [EN] CRF RECEPTOR ANTAGONISTS AND METHODS OF USE<br/>[FR] ANTAGONISTES DU RÉCEPTEUR CRF ET MÉTHODES D'UTILISATION
  申请人：NEUROCRINE BIOSCIENCES INC

  公开号：WO2021062246A1

  公开（公告）日：2021-04-01

  Compounds are provided herein, as well as related preparations, compositions and methods for treating diseases and/or disorders that would benefit from the same such as congenital adrenal hyperplasia (CAH).

  本文提供了化合物，以及相关的制剂、组合物和治疗方法，用于治疗需要这些治疗的疾病和/或疾病，例如先天性肾上腺皮质增生症（CAH）。
• METHOD FOR PRODUCING OPTICALLY ACTIVE 3-AMINOCARBOXYLIC ACID ESTERS
  申请人：Jaekel Christoph

  公开号：US20090299089A1

  公开（公告）日：2009-12-03

  The invention relates to a method for producing optically active 3-aminocarboxylic acid ester compounds. According to said method, an enantiomer mixture of a mono-N-acylated 3-aminocarboxylic acid ester, which mixture was previously enriched in an enantiomer, is subjected to deacylation and then to a further enantiomer enrichment by crystallization by adding an acidic salt-forming substance.

  本发明涉及一种生产光学活性3-氨基羧酸酯化合物的方法。根据该方法，先将单N-酰化的3-氨基羧酸酯的对映体混合物在对映体富集后，经脱酰化处理，再通过添加酸性盐形成物结晶进行进一步的对映体富集。