(S)-2-methyl-4-aminobutanol | 44565-28-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-methyl-4-aminobutanol
• 英文别名: (S)-4-amino-2-methylbutan-1-ol；(S)-4-amino-2-methyl-1-butanol；(2S)-4-Amino-2-methylbutan-1-OL
• CAS: 44565-28-8
• 化学式: C₅H₁₃NO
• 分子量: 103.164
• InChiKey: DUAXLVGFFDFSAG-YFKPBYRVSA-N

物化性质

• 沸点：
  174.7±23.0 °C(Predicted)
• 密度：
  0.915±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-methyl-4-aminobutanol 在 4-二甲氨基吡啶 、 Jones reagent 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 吡啶 、 水 、 丙酮 为溶剂， 反应 17.5h， 生成 (2S)-4-acetamido-2-methylbutanoic acid
  参考文献：
  名称：

  Biosynthetically Intriguing Chlorinated Lipophilic Metabolites from Geographically Distant Tropical Marine Cyanobacteria

  摘要：

  Five new vinylchlorine-containing metabolites, the lipoamides janthielamide A and kimbeamides A-C and the ketide-extended pyranone kimbelactone A, have been isolated from collections of marine cyanobacteria made in Curacao and Papua New Guinea. Both janthielamide A and kimbeamide A exhibited moderate sodium channel blocking activity in murine Neuro-2a cells. Consistent with this activity, janthielamide A was also found to antagonize veratridine-induced sodium influx in murine cerebrocortical neurons. These lipoamides represent the newest additions to a relatively rare family of marine cyanobacterial-derived lipoamides and a new structural class of compounds exhibiting neuromodulatory activities from marine cyanobacteria.

  DOI：

  10.1021/jo300160e
• 作为产物：
  描述：

  (S)-4-hydroxy-3-methylbutanenitrile 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-methyl-4-aminobutanol
  参考文献：
  名称：

  [EN] APOPTOSIS SIGNAL-REGULATING KINASE INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS DE KINASE DE RÉGULATION DU SIGNAL DE L'APOPTOSE ET LEURS UTILISATIONS

  摘要：

  本文描述了ASK1抑制剂和包含该化合物的药物组合物。所述化合物和组合物对于治疗血液疾病、自身免疫性疾病、肺部疾病、高血压、炎症性疾病、纤维化疾病、糖尿病、糖尿病肾病、肾脏疾病、呼吸系统疾病、心血管疾病、急性肺损伤、急性或慢性肝病以及神经退行性疾病具有用处。

  公开号：

  WO2019051265A1

文献信息

• Cobalt-Catalyzed Carbonylative Cross-Coupling of Alkyl Tosylates and Dienes: Stereospecific Synthesis of Dienones at Low Pressure
  作者：Brendon T. Sargent、Erik J. Alexanian

  DOI：10.1021/jacs.7b07983

  日期：2017.9.13

  carbonylative coupling of alkyl tosylates and dienes producing enantioenriched dienones. This catalytic process proceeds under low pressure and mild conditions using a simple cobalt catalyst and extends to diverse tosylate and diene coupling partners. The transformation constitutes a unique, convergent approach to the asymmetric synthesis of valuable carbonyl compounds from easily accessed starting materials

  尽管烷基亲电子试剂的有机金属交叉偶联取得了进展，但手性非外消旋底物的立体选择性反应很少。在本文中，我们报道了烷基对甲苯磺酸酯和二烯产生对映体富集的二烯酮的立体有择的羰基化偶联。该催化过程使用简单的钴催化剂在低压和温和条件下进行，并扩展到各种甲苯磺酸酯和二烯偶联伙伴。该转化构成了一种独特的，收敛的方法，可以从易于获取的起始原料中不对称地合成有价值的羰基化合物。
• Synthesis and Application of a New Bisphosphite Ligand Collection for Asymmetric Hydroformylation of Allyl Cyanide
  作者：Christopher J. Cobley、Kelli Gardner、Jerzy Klosin、Céline Praquin、Catherine Hill、Gregory T. Whiteker、Antonio Zanotti-Gerosa、Jeffrey L. Petersen、Khalil A. Abboud

  DOI：10.1021/jo040128p

  日期：2004.6.1

  auxiliary and screened in the asymmetric hydroformylation of allyl cyanide. These hydroformylation results were compared with those of two existing chiral ligands, Chiraphite and BINAPHOS, whose utility in asymmetric hydroformylation has been previously demonstrated. Bisphosphite 11 with a 2,2‘-biphenol bridge was found to be the best overall ligand for asymmetric hydroformylation of allyl cyanide with up

  用（S）-5,5'，6,6'-四甲基-3,3'-二叔叔丁基-1,1'-联苯-2,2'-制备了一系列单亚磷酸酯和亚磷酸酯亚磷酸酯二氧基[（S）-BIPHEN]作为手性助剂，并在烯丙基氰化物的不对称加氢甲酰化反应中进行了筛选。将这些加氢甲酰化的结果与两个现有的手性配体Chiraphite和BINAPHOS的结果进行了比较，后者已在不对称加氢甲酰化中得到了证明。发现具有2,2'-双酚桥的双亚磷酸酯11是烯丙基氰化物不对称加氢甲酰化的最佳整体配体，ee高达80％ee，区域选择性（分支线性比，b / l）为20，且具有翻转频率的625 [h - 1]在35°C下。当反应在丙酮或纯净条件下进行时，BINAPHOS的对映选择性高达77％ee，但区域选择性差（b / l 2.8），活性比11低7倍。随后将使用（R，R）-11的烯丙基氰化物加氢甲酰化产物转化为（R）-2-甲基-4-氨基丁醇，一种有用的手性结
• The Absolute Configuration of the C₈-Atom in the Pyrrolizidine Moieties of the Senecio Alkaloids
  作者：Roger Adams、D. Fleš

  DOI：10.1021/ja01530a063

  日期：1959.11
• [EN] APOPTOSIS SIGNAL-REGULATING KINASE INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE KINASE DE RÉGULATION DU SIGNAL DE L'APOPTOSE ET LEURS UTILISATIONS
  申请人：FRONTHERA U S PHARMACEUTICALS LLC

  公开号：WO2019051265A1

  公开（公告）日：2019-03-14

  Described herein are ASK1 inhibitors and pharmaceutical compositions comprising said compounds. The subject compounds and compositions are useful for the treatment of blood disease, autoimmune disorders, pulmonary disorders, hypertension, inflammatory diseases, fibrotic diseases, diabetes, diabetic nephropathy, renal diseases, respiratory diseases, cardiovascular diseases, acute lung injuries, acute or chronic liver diseases, and neurodegenerative diseases.

  本文描述了ASK1抑制剂和包含该化合物的药物组合物。所述化合物和组合物对于治疗血液疾病、自身免疫性疾病、肺部疾病、高血压、炎症性疾病、纤维化疾病、糖尿病、糖尿病肾病、肾脏疾病、呼吸系统疾病、心血管疾病、急性肺损伤、急性或慢性肝病以及神经退行性疾病具有用处。
• Biosynthetically Intriguing Chlorinated Lipophilic Metabolites from Geographically Distant Tropical Marine Cyanobacteria
  作者：Joshawna K. Nunnery、Niclas Engene、Tara Byrum、Zhengyu Cao、Sairam V. Jabba、Alban R. Pereira、Teatulohi Matainaho、Thomas F. Murray、William H. Gerwick

  DOI：10.1021/jo300160e

  日期：2012.5.4

  Five new vinylchlorine-containing metabolites, the lipoamides janthielamide A and kimbeamides A-C and the ketide-extended pyranone kimbelactone A, have been isolated from collections of marine cyanobacteria made in Curacao and Papua New Guinea. Both janthielamide A and kimbeamide A exhibited moderate sodium channel blocking activity in murine Neuro-2a cells. Consistent with this activity, janthielamide A was also found to antagonize veratridine-induced sodium influx in murine cerebrocortical neurons. These lipoamides represent the newest additions to a relatively rare family of marine cyanobacterial-derived lipoamides and a new structural class of compounds exhibiting neuromodulatory activities from marine cyanobacteria.