(S)-1-Methoxymethyl-2,2-dimethyl-propylamine | 84308-24-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-1-Methoxymethyl-2,2-dimethyl-propylamine
• 英文别名: (2S)-1-methoxy-3,3-dimethylbutan-2-amine
• CAS: 84308-24-7
• 化学式: C₇H₁₇NO
• 分子量: 131.218
• InChiKey: LWYWCCLROORRTI-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 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：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-1-Methoxymethyl-2,2-dimethyl-propylamine 在 三氟乙酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 80.0h， 生成 di-tert-butyl 1-<(R)-1,2,3,4-tetrahydro-1-<(S)-1-methoxymethyl-2,2-dimethylpropylimino>-2-naphthyl>-1,2-hydrazinedicarboxylate
  参考文献：
  名称：

  Asymmetric synthesis of β-aminotetralins by electrophilic amination

  摘要：

  An effective synthesis of beta-aminotetralins (6) including an asymmetric electrophilic amination by di-t-butyl azodicarboxylate is reported. Depending on the chiral auxiliaries (S)-7a-d, the central intermediates 9 and 10 could be isolated in 62-80% de. Subsequent hydrolysis and reductive degradation resulted in the nonracemic final products 6 (57-84% ee). Separation of the diastereomeric intermediates by chromatography makes possible the synthesis of optically pure products. An induction model for the asymmetric amination is provided.

  DOI：

  10.1016/s0040-4020(01)85702-1
• 作为产物：
  描述：

  L-叔亮氨醇 、 碘甲烷 在 potassium hydride 作用下， 生成 (S)-1-Methoxymethyl-2,2-dimethyl-propylamine
  参考文献：
  名称：

  不对称共轭添加的铜氮杂酸酯作为环烯酮的烯酸酯的合成等价物

  摘要：

  通过使用由α-氨基酸制得的旋光氨基醚的丙酮亚胺的丙酮亚胺衍生的铜氮烯酸酯，设计了从手性至前手性环状烯酮的不对称共轭加成物，发现所得到的3-丙酮基环链烷酮的光学收率高至75％ee

  DOI：

  10.1016/s0040-4039(00)88664-5

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS USEFUL AS CATHEPSIN S INHIBITORS<br/>[FR] COMPOSES ET COMPOSITIONS UTILISES COMME INHIBITEURS DE LA CATHEPSINE S
  申请人：NOVARTIS AG

  公开号：WO2006018284A1

  公开（公告）日：2006-02-23

  The present invention relates to the use of a 2-cyanopyrimidine compound of the formula (I), wherein R1, R2, R3 and X are as defined in the specification and in the claims, in free form or in salt form, and , where possible, in tautomeric form, as an inhibitor of the activity of cathepsin S.

  本发明涉及使用式(I)的2-氰基嘧啶化合物，其中R1、R2、R3和X如规范和权利要求中定义的那样，以自由形式或盐形式，并在可能的情况下以互变异构形式，作为猫hepsin S活性的抑制剂。
• P3-P4 ureas and reverse carbamates as potent HCV NS3 protease inhibitors: Effective transposition of the P4 hydrogen bond donor
  作者：Brian L. Venables、Ny Sin、Alan Xiangdong Wang、Li-Qiang Sun、Yong Tu、Dennis Hernandez、Amy Sheaffer、Min Lee、Cindy Dunaj、Guangzhi Zhai、Diana Barry、Jacques Friborg、Fei Yu、Jay Knipe、Jason Sandquist、Paul Falk、Dawn Parker、Andrew C. Good、Ramkumar Rajamani、Fiona McPhee、Nicholas A. Meanwell、Paul M. Scola

  DOI：10.1016/j.bmcl.2018.04.009

  日期：2018.6

  A series of tripeptidic acylsulfonamide inhibitors of HCV NS3 protease were prepared that explored structure-activity relationships (SARs) at the P4 position, and their in vitro and in vivo properties were evaluated. Enhanced potency was observed in a series of P4 ureas; however, the PK profiles of these analogues were less than optimal. In an effort to overcome the PK shortcomings, modifications to

  制备了一系列HCV NS3蛋白酶的三肽酰基磺酰胺抑制剂，探索了P4位置的结构-活性关系（SAR），并评估了它们的体外和体内特性。在一系列P4脲中观察到了增强的效力；然而，这些类似物的PK曲线不是最佳的。为了克服PK的缺点，对P3-P4结进行了修改。这包括其中两个尿素NH基团之一被N-甲基化或被氧原子取代的策略。前一种方法提供了一系列区域异构的N-甲基化尿素，而后者则产生了P4反向氨基甲酸酯，它们都保留了强大的NS3抑制特性，同时依赖于替代的H键供体拓扑。
• Enantioselective Synthesis of α-Substituted Ketones by Asymmetric Addition of Chiral Zinc Enamides to 1-Alkenes
  作者：Masaharu Nakamura、Takuji Hatakeyama、Kenji Hara、Eiichi Nakamura

  DOI：10.1021/ja035091p

  日期：2003.5.1

  enamide of a chiral imine derived from a ketone and (S)-valinol or (S)-t-leucinol undergoes addition to 1-alkene to generate a gamma-zincioimine intermediate, which reacts with a carbon electrophile to give upon hydrolysis an optically active alpha-substituted ketone in good yield. The stereoselectivity of the addition reaction may reach 99% for the reaction of a cyclohexanone imine with ethylene.

  衍生自酮和 (S)-缬氨醇或 (S)-t-亮氨酸的手性亚胺的锌烯酰胺与 1-烯烃加成生成 γ-锌亚胺中间体，该中间体与碳亲电试剂反应，水解后生成光学活性的 α 取代酮，收率良好。环己酮亚胺与乙烯反应的加成反应立体选择性可达99%。
• Enantioselective aldol reactions using homochiral lithium amides as non-covalently bound chiral auxiliaries.
  作者：Yannick Landais、Philippe Ogay

  DOI：10.1016/0957-4166(94)80013-8

  日期：1994.4

  Syn and anti aldols have been prepared from ketones and esters respectively with relatively high enantiomeric excesses, using a homochiral lithium amide possessing two coordinating sites, as non-covalently bound chiral auxiliary.

  使用具有两个配位位点的高手性锂酰胺作为非共价键合的手性助剂，分别由具有较高对映体过量的酮和酯制备了顺式和反式醇醛。
• COMPOUNDS AND COMPOSITIONS USEFUL AS CATHEPSIN S INHIBITORS
  申请人：Hart Terance William

  公开号：US20090048230A1

  公开（公告）日：2009-02-19

  The present invention relates to the use of a 2-cyanopyrimidine compound of the formula wherein R 1 , R 2 , R 3 and X are as defined in the specification and in the claims, in free form or in salt form, and, where possible, in tautomeric form, as an inhibitor of the activity of cathepsin S.

  本发明涉及使用式中R1、R2、R3和X如规范和权利要求中定义的2-氰基嘧啶化合物的自由形式或盐形式及在可能的情况下互变异构体形式，作为猫hepsin S活性的抑制剂。