<(S)-pyrrolidin-2-yl>benzyl alcohol | 74936-95-1

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟苯甲醇系列
• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: <(S)-pyrrolidin-2-yl>benzyl alcohol
• 英文别名: phenyl-[(2S)-pyrrolidin-2-yl]methanol
• CAS: 74936-95-1；74936-96-2；75598-05-9；75598-06-0；111556-30-0；111556-31-1；113864-94-1
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: YPMHBZQROFTOSU-VUWPPUDQSA-N

物化性质

• 沸点：
  293.6±7.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-benzoylpyrrolidin-2-one 在 sodium hydroxide 、 lithium aluminium tetrahydride 作用下， 生成 <(S)-pyrrolidin-2-yl>benzyl alcohol
  参考文献：
  名称：

  Ookawa, Atsuhiro; Soai, Kenso, Journal of the Chemical Society. Perkin transactions I, 1987, p. 1465 - 1472

  摘要：

  DOI：

文献信息

• [EN] PROCESS FOR THE PREPARATION OF CHIRAL PYROLLIDINE-2-YL- METHANOL DERIVATIVES<br/>[FR] PROCÉDÉ DE PRÉPARATION DE DÉRIVÉS CHIRAUX DE PYROLLIDINE-2-YL-MÉTHANOL
  申请人：HOFFMANN LA ROCHE

  公开号：WO2018153820A1

  公开（公告）日：2018-08-30

  The invention relates to a novel process for the preparation of a chiral pyrollidine-2-yl-methanol derivative or a salt thereof of the formula (I), wherein R1 is aryl or heteroaryl and both aryl or heteroaryl are optionally substituted by C1-4-alkyl, halo-C1-4-alkyl, C1-4-alkoxy or halogen. The synthesis proceeds through an intermediate Weinreb amide, which is reacted with a Grignard reagent and hydrogenated. The chiral pyrollidine-2-yl-methanol derivatives of the formula (I) are versatile building blocks in the synthesis of pharmacologically active compounds, such as for the stereospecific synthesis of oligonucleotides carrying chiral phosphonate moieties.

  该发明涉及一种新型制备手性吡咯烷基-2-甲醇衍生物或其盐的方法，其化学式为（I），其中R1为芳基或杂芳基，且芳基或杂芳基可选择地被C1-4-烷基、卤代C1-4-烷基、C1-4-烷氧基或卤素取代。合成过程通过中间体酰胺酯与格氏试剂反应并进行氢化。化学式（I）中的手性吡咯烷基-2-甲醇衍生物是合成药理活性化合物的多功能构建块，例如用于携带手性膦酸酯基团的寡核苷酸的立体选择性合成。
• Oligonucleotide compositions and methods thereof
  申请人：WAVE LIFE SCIENCES LTD.

  公开号：US10479995B2

  公开（公告）日：2019-11-19

  Among other things, the present disclosure relates to chirally controlled oligonucleotides of select designs, chirally controlled oligonucleotide compositions, and methods of making and using the same. In some embodiments, a provided chirally controlled oligonucleotide composition provides different cleavage patterns of a nucleic acid polymer than a reference oligonucleotide composition. In some embodiments, a provided chirally controlled oligonucleotide composition provides single site cleavage within a complementary sequence of a nucleic acid polymer. In some embodiments, a chirally controlled oligonucleotide composition has any sequence of bases, and/or pattern or base modifications, sugar modifications, backbone modifications and/or stereochemistry, or combination of these elements, described herein.

  除其他外，本公开涉及选择设计的手性控制寡核苷酸、手性控制寡核苷酸组合物以及制造和使用方法。在一些实施方案中，所提供的手性控制寡核苷酸组合物提供了与参考寡核苷酸组合物不同的核酸聚合物裂解模式。在一些实施方案中，所提供的手性控制寡核苷酸组合物在核酸聚合物的互补序列内提供单位点裂解。在一些实施方案中，手性控制寡核苷酸组合物具有本文所述的任何碱基序列和/或模式或碱基修饰、糖修饰、骨架修饰和/或立体化学，或这些元素的组合。
• OOKAWA, ATSUHIRO;SOAI, KENSO, J. CHEM. SOC. PERKIN TRANS.,(1987) N 7, 1465-1471
  作者：OOKAWA, ATSUHIRO、SOAI, KENSO

  DOI：——

  日期：——
• OLIGONUCLEOTIDE COMPOSITIONS AND METHODS THEREOF
  申请人：Vargeese Chandra

  公开号：US20180216108A1

  公开（公告）日：2018-08-02

  Among other things, the present disclosure relates to chirally controlled oligonucleotides of select designs, chirally controlled oligonucleotide compositions, and methods of making and using the same. In some embodiments, a provided chirally controlled oligonucleotide composition provides different cleavage patterns of a nucleic acid polymer than a reference oligonucleotide composition. In some embodiments, a provided chirally controlled oligonucleotide composition provides single site cleavage within a complementary sequence of a nucleic acid polymer. In some embodiments, a chirally controlled oligonucleotide composition has any sequence of bases, and/or pattern or base modifications, sugar modifications, backbone modifications and/or stereochemistry, or combination of these elements, described herein.
• OLIGONUCLEOTIDE COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：WAVE LIFE SCIENCES LTD.

  公开号：US20200190515A1

  公开（公告）日：2020-06-18

  Among other things, the present disclosure provides designed PNPLA3 oligonucleotides, compositions, and methods thereof. In some embodiments, provided oligonucleotide compositions provide improved single-stranded RNA interference and/or RNase H-mediated knockdown. Among other things, the present disclosure encompasses the recognition that structural elements of oligonucleotides, such as base sequence, chemical modifications (e.g., modifications of sugar, base, and/or internucleotidic linkages) or patterns thereof, conjugation with additional chemical moieties, and/or stereochemistry [e.g., stereochemistry of backbone chiral centers (chiral internucleotidic linkages)], and/or patterns thereof, can have significant impact on oligonucleotide properties and activities, e.g., RNA interference (RNAi) activity, stability, delivery, etc. In some embodiments, the present disclosure provides methods for treatment of diseases using provided oligonucleotide compositions, for example, in RNA interference and/or RNase H-mediated knockdown.