(S)-4-chloro-1-phenyl-1-butanol | 65488-06-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-chloro-1-phenyl-1-butanol
• 英文别名: (S)-4-chloro-1-phenylbutan-1-ol；(S)-(-)-4-Chlor-1-phenyl-1-butanol；(1S)-4-chloro-1-phenylbutan-1-ol
• CAS: 65488-06-4
• 化学式: C₁₀H₁₃ClO
• 分子量: 184.666
• InChiKey: VAQBNHFPKZLUBA-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-4-chloro-1-phenyl-1-butanol 在 potassium tert-butylate 作用下， 生成 (S)-2-phenyltetrahydrofuran
  参考文献：
  名称：

  合成中的手性有机硅化合物。芳基甲醇的高对映选择性合成

  摘要：

  La 合成 se fait par 烷基化 en α du benzyl de la benzyldimethylsilylmethyl-1 methoxymethyl-2 pyrrolidine

  DOI：

  10.1021/ja00205a035
• 作为产物：
  描述：

  4-chloro-1-phenylbutan-1-ol 生成 (S)-4-chloro-1-phenyl-1-butanol
  参考文献：
  名称：

  酶法制备旋光的4-氯-1-苯基-1-丁醇衍生物

  摘要：

  取代的4-氯-1-苯基-1-丁醇的对映体分别通过立体选择性脂肪酶催化拆分相应的酯和醇，分别在水和有机溶剂中制备。

  DOI：

  10.1016/s0957-4166(00)86266-7

文献信息

• Mesoporous silica KIT-6 supported superparamagnetic CuFe₂O₄ nanoparticles for catalytic asymmetric hydrosilylation of ketones in air
  作者：Min Li、Bin Li、Hong-Feng Xia、Danru Ye、Jing Wu、Yifeng Shi

  DOI：10.1039/c3gc42638f

  日期：——

  A diverse range of prochiral ketones were reduced in air with high yields and good-to-excellent enantioselectivities (up to 97% ee) in the presence of a heterogeneous catalyst system, which was in situ formed from catalytic amounts of superparamagnetic CuFe2O4 nanoparticles supported on mesoporous silica KIT-6 and non-racemic dipyridylphosphine ligand, the stoichiometric hydride donor polymethylhydrosiloxane

  在非均相催化剂体系的存在下，在空气中以高收率和良好至优异的对映选择性（高达97％ee）还原了多种手性酮，该催化剂体系是由催化量的超顺磁性CuFe 2 O 4原位形成的介孔二氧化硅KIT-6和非外消旋二吡啶基膦配体，化学计量的氢化物供体聚甲基氢硅氧烷（PMHS）以及一定量的添加剂负载的纳米颗粒。磁性可分离的催化剂可以有效地重复使用4次，而活性和对映选择性均无明显损失。
• Novel phenylheteroalkylamine derivatives
  申请人：——

  公开号：US20030105161A1

  公开（公告）日：2003-06-05

  There are provided novel compounds of formula (I), 1 wherein R 1 , R 2 , X, Y, V, W and Z are as defined in the specification, and pharmaceutically acceptable salts thereof, and enantiomers and racemates thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of nitric oxide synthase and are thereby particularly useful in the treatment or prophylaxis of inflammatory disease and pain.

  提供了式（I）的新化合物， 其中R1、R2、X、Y、V、W和Z如规范中所定义，并且其药学上可接受的盐，以及其对映体和消旋体；以及它们的制备方法，含有它们的组合物以及它们在治疗中的用途。这些化合物是一氧化氮合酶的抑制剂，因此在治疗或预防炎症性疾病和疼痛方面特别有用。
• Iridium Complexes with Chiral and Achiral β‐Aminophosphane Ligands: Catalysts for >C=O Hydrogenation and H/D Exchange Involving both Homo‐ and Heterolytic H ₂ Activation
  作者：Lutz Dahlenburg、Rainer Götz

  DOI：10.1002/ejic.200300503

  日期：2004.2

  and amido−dihydrogen−monohydride tautomers. The crystal structures of [(COD)Ir(1S,2S)-Ph2PCH(Ph)CH(Me)NHCH2Ph}]BF4·2THF, [(COD)Ir1R,2S-Ph2PCH(Ph)CH(Me)NHMe}]BF4·THF, and the orthometalated 18e IrI complex [(COD)Ir(1R,2S)-Ph2PCH(C6H4-o)CH(Me)NHCHMe2}], which resulted from treatment of [(COD)Ir(1R,2S)-Ph2PCH(Ph)CH(Me)NHCHMe2}]BF4 with excess KOH, have been determined by single crystal X-ray diffraction

  一般类型 [(COD)Ir(P∩NR1R2)]BF4 的手性和非手性 P,N 螯合 IrI 配合物，其中 COD = η4-1,5-C8H12 和 P∩NR1R2 = (1R,2R)-, ( 1S,2S)-, 或 (1R,2S)-Ph2PC1H(Ph)C2H(Me)NR1R2 (NR1R2 = NH2, NHMe, NHCH2Ph, NHCHMe2, NMe2), Ph2PCH2CR2NH2 (R = H, Me), 或 2-Ph2PC6H4NHMe,已经通过在 THF 中用所需的 β-氨基膦处理 [Ir(COD)2]BF4 来制备。单锂化配体 Ph2PCH2CMe2N(Li)H 和 2-Ph2PC6H4N(Li)Me 与 [(COD)Ir(μ-Cl)}2] 相互作用，得到中性烷基和芳基酰胺化合物 [(COD)Ir(Ph2PCH2CMe2NH)]和 [(COD)Ir(2-Ph2PC6H4NMe)]。所有
• Hydrazide‐Catalyzed Polyene Cyclization: Asymmetric Organocatalytic Synthesis of <i>cis</i> ‐Decalins
  作者：Samuel J. Plamondon、Josephine M. Warnica、Dainis Kaldre、James L. Gleason

  DOI：10.1002/anie.201911952

  日期：2020.1.2

  Polyene cyclizations offer rapid entry into terpenoid ring systems. Although enantioselective cyclizations of (E)-polyenes to form trans-decalin ring systems are well precedented, highly enantioselective cyclizations of (Z)-polyenes to form the corresponding cis-decalins have not been reported. Here, we describe the first application of iminium catalysis to the initiation of polyene cyclizations. Ethyl

  多烯环化可快速进入萜类环系统。尽管（E）-多烯对映选择性环化以形成反式十氢化萘环系统的先例是有先例的，但尚未报道（Z）-多烯形成相应的顺式十氢化萘的高对映选择性环化。在这里，我们描述了亚胺催化在多烯环化反应中的首次应用。1,2-二氮杂-1-羧酸乙酯催化带有烯类引发剂的多烯的环化反应。此外，手性双环酰肼催化（Z）-多烯底物的环化反应，形成对映体高达97：3 er的顺式十氢化萘。DFT计算表明，催化剂在双环化过程中会通过稳定正电荷来促进反应。
• A trans-chelating bisphosphine possessing only planar chirality and its application to catalytic asymmetric reactions
  作者：Ryoichi Kuwano、Takashi Uemura、Makoto Saitoh、Yoshihiko Ito

  DOI：10.1016/j.tetasy.2004.04.033

  日期：2004.7

  A new chiral bisphosphine, (S,S)-2,2"-bis[(diethylphosphino)methyl]-1,1"-biferrocene [(S,S)-EtTRAP-H], was synthesized in seven steps in 45% overall yield from ferrocenyloxazoline derived from (S)-valinol. The new chiral phosphine has only planar chirality, and is able to form a trans-chelate metal complex. (S,S)-EtTRAP-H is an effective ligand in rhodium-catalyzed asymmetric hydrosilylation of ketones (up to 94% ee). In particular, the hydrosilylation of 2-octanone yielded (S)-2-octanol with 77% ee. (C) 2004 Elsevier Ltd. All rights reserved.