(S)-3-甲基-2-丁胺盐酸盐 | 31519-53-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (S)-3-甲基-2-丁胺盐酸盐
• 英文名称: (S)-1,2-dimethylpropylamine hydrochloride
• 英文别名: (S)-3-Methyl-2-butylamine Hydrochloride；(2S)-3-methylbutan-2-amine;hydrochloride
• CAS: 31519-53-6
• 化学式: C₅H₁₃N*ClH
• 分子量: 123.626
• InChiKey: RBOBXILUTBVQOQ-JEDNCBNOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.72
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.6
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 水 、 hydroxylamine-O-sulfonic acid 作用下， 生成 (S)-3-甲基-2-丁胺盐酸盐
  参考文献：
  名称：

  Chiral synthesis via organoboranes. 8. Synthetic utility of boronic esters of essentially 100% optical purity. Synthesis of primary amines of very high enantiomeric purities

  摘要：

  DOI：

  10.1021/ja00281a050

文献信息

• Asymmetric synthesis of chiral amines by highly diastereoselective 1,2-additions of organometallic reagents to N-tert-butanesulfinyl imines
  作者：Derek A. Cogan、Guangcheng Liu、Jonathan Ellman

  DOI：10.1016/s0040-4020(99)00451-2

  日期：1999.7

  High yielding and highly diastereoselective methods for 1,2-additions of organometallic reagents to N-tert-butanesulfinyl aldimines (2) and N-tert-butanesulfinyl ketimines (3) are described. The additions of alkyl, aryl, alkenyl, and allyl carbanions to a diverse set of imines with different steric and electronic properties are demonstrated. Acidic methanolysis of the sulfinamide products (4 and 6)

  对于有机金属试剂的1,2-增补高产量和高立体选择性的方法ñ -叔-butanesulfinyl醛亚胺（2）和Ñ -叔-butanesulfinyl酮亚胺（3）中描述。已证明将烷基，芳基，烯基和烯丙基碳负离子添加到具有不同空间和电子特性的各种亚胺中。亚磺酰胺产物（4和6）的酸性甲醇分解可提供高度对映体富集的α-支化和α，α-二支化胺。由于很容易从醛和酮中获得广泛的亚磺酰基亚胺，因此可以制备多种对映体富集的胺。
• Synthesis of Enantiopure Primary Amines by Stereoselective Ring Opening of Chiral Octahydro-1,3-benzoxazines by Grignard and Organoaluminum Reagents
  作者：Celia Andrés、Javier Nieto、Rafael Pedrosa、Nieves Villamañán

  DOI：10.1021/jo960047w

  日期：1996.1.1

  Chiral 1,3-perhydrobenzoxazines 1, 2, and 9-14, prepared by condensation of 8-(benzylamino)menthol with different aldehydes, react with alkylmagnesium bromides and trimethylaluminum leading to the open amino alcohols 3a-d, 4a-d, and 15-20 in excellent chemical yields and good to excellent diastereomeric excess. The sequential elimination of the menthol appendage by heating with P(2)O(5) and the benzyl

  通过将8-（苄基氨基）薄荷醇与不同的醛缩合制得的手性1,3-全氢苯并恶嗪1，2，和9-14与烷基溴化镁和三甲基铝反应，生成开放的氨基醇3a-d，4a-d和15-20出色的化学收率和良好的非对映异构体过量。通过氢解与P（2）O（5）和苄基加热来依次消除薄荷醇，可得到具有优异化学收率和ee的伯胺7a-d，8a-d和27-30。来自格氏试剂的烷基和来自三甲基铝的甲基的加成是从杂环的相反侧开始的，从而产生具有相同立体化学的最终伯胺。
• Sulphonamidoaniline Derivatives Being Janus Kinase Inhibitors
  申请人：Capraro Hans-Georg

  公开号：US20080261973A1

  公开（公告）日：2008-10-23

  The invention relates to sulphonamidoanilines of formula I, wherein A is N or CH, W, X, Y and Z are N or CH under the proviso that at least one of the three symbols W, X and Y represent CH, R 1 represents NR 4 R 5 or OR 4 , wherein R 4 represents optionally substituted alkyl, optionally substituted cycloalkyl optionally comprising one or two nitrogen or oxygen atoms, or substituted aryl, and R 5 represents hydrogen or unsubstituted or substituted alky, or R 4 and R 5 together with the nitrogen to which they are attached represent an optionally substituted five- or six-membered nitrogen containing monocyclic ring, an optionally substituted nitrogen containing fully saturated bicyclic ring, or an spirocyclic fully saturated ring system containing one or two nitrogen atoms, R 2 is hydrogen, lower alkenyl or alkyl, R 3 is alkyl which is unsubstituted or mono-, di- or trisubstituted by halogen; alkenyl or aryl, and their salts; processes for their preparation, their application in the treatment of the human or animal body, the use thereof—alone or in combination with one or more other pharmaceutically active compounds—for the treatment of diseases, a method for the treatment of such a disease and the use of such a compound—alone or in combination with one or more other pharmaceutically active compounds—for the manufacture of a pharmaceutical preparation for the treatment of a proliferative disease.

  本发明涉及式I的磺酰胺苯胺，其中A为N或CH，W、X、Y和Z为N或CH，但至少三个符号W、X和Y中的一个代表CH，R1代表NR4R5或OR4，其中R4代表可选取代的烷基，可选取代的环烷基，可包含一个或两个氮或氧原子的取代芳基；R5代表氢或未取代或取代的烷基，或R4和R5连同它们所连接的氮表示一个可选取代的五元或六元含氮单环环，一个可选取代的含氮完全饱和的双环环，或一个含有一或两个氮原子的螺环完全饱和环系统，R2为氢、低碳烯基或烷基，R3为未取代或单、二、三取代的卤素的烷基、烯基或芳基，以及它们的盐；它们的制备方法，它们在治疗人体或动物体中的应用，使用它们-独自或与一个或多个其他药理活性化合物结合-治疗疾病的方法，以及使用这种化合物-独自或与一个或多个其他药理活性化合物结合-制造治疗增殖性疾病的药物制剂。
• A One-Pot Asymmetric Sequential Amination-Alkylation of Aldehydes: Expedient Synthesis of Aliphatic Chiral Amines
  作者：Vijay N. Wakchaure、Rashmi R. Mohanty、Ahson J. Shaikh、Thomas C. Nugent

  DOI：10.1002/ejoc.200600781

  日期：2007.2

  asymmetric sequential amination-alkylation method has been developed for the synthesis of alkyl-alkyl′ α-chiral primary amines (aliphatic primary amines with a chiral center adjacent to the nitrogen atom) from aldehydes. In situ aldimine formation from non-branched, α-branched, and β-branched aliphatic aldehydes with (R)- or (S)-α-(methylbenzyl)amine [catalyzed by 5 mol-% Ti(OiPr)4] followed by reaction

  已经开发了一种一锅不对称顺序胺化-烷基化方法，用于从醛合成烷基-烷基'α-手性伯胺（手性中心与氮原子相邻的脂肪族伯胺）。由非支化、α-支化和 β-支化脂肪醛与 (R)- 或 (S)-α-（甲基苄基）胺 [由 5 mol-% Ti(OiPr)4 催化] 原位形成醛亚胺在三氟化硼或烯丙基格氏试剂存在下与甲基、乙基或正丁基铜酸铜络合物反应为胺 2 或 5 提供了良好的产率 (77–88%) 和非对映体过量 (77–92%)。为了证明该方法的有效性，一些仲胺产物（2d、2e 和 5）被氢解，得到相应的对映体富集的烷基-烷基'α-手性伯胺 3d、3e 和 6（产率 86-96%） .
• Catalytic Asymmetric Synthesis of <i>tert</i>-Butanesulfinamide. Application to the Asymmetric Synthesis of Amines
  作者：Guangcheng Liu、Derek A. Cogan、Jonathan A. Ellman

  DOI：10.1021/ja972012z

  日期：1997.10.1