(2S,3R)-(-)-2-氨基-3-甲基-1,1-二苯基戊醇 | 104354-35-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2S,3R)-(-)-2-氨基-3-甲基-1,1-二苯基戊醇
• 英文名称: (2S,3R)-(-)-2-amino-3-methyl-1,1-diphenylpentanol
• 英文别名: L-diphenylisoleucinol；(2S,3R)-2-Amino-1,1-diphenyl-3-methylpentan-1-ol；(2S,3R)-2-amino-3-methyl-1,1-diphenylpentan-1-ol
• CAS: 104354-35-0
• 化学式: C₁₈H₂₃NO
• 分子量: 269.387
• InChiKey: JUJJNFOJLOTLPM-PBHICJAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  (2S,3R)-(-)-2-氨基-3-甲基-1,1-二苯基戊醇 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 (1S,2R)-1-Benzhydryl-2-methyl-butylamine
  参考文献：
  名称：

  A short synthesis of (S)-α-(diphenylmethyl)alkyl amines from amino acids

  摘要：

  A range of (S)-alpha-(diphenylmethyl)alkyl amines were prepared from the corresponding (S)-alpha-amino acid ester hydrochlorides. These amines were derived by direct hydrogenation of their precursor oxazolidinones. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00095-6
• 作为产物：
  描述：

  phenylmagnesium bromide 、 L-allo-isoleucine methyl ester hydrochloride 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 (2S,3R)-(-)-2-氨基-3-甲基-1,1-二苯基戊醇
  参考文献：
  名称：

  使用手性改性的硼氢化物的不对称合成。第3部分。用硼烷和手性氨基醇制备的试剂对酮和肟醚进行对映选择性还原

  摘要：

  研究了由硼烷和手性氨基醇制得的试剂对芳香族和脂肪族酮，卤代酮，羟基酮，酮酯和酮肟醚的不对称还原。当使用（2 S，3 R）-（–）-2-氨基-3-甲基-1,1-二苯基戊醇（2d）等α，α-二苯基β-氨基醇作为手性助剂时在还原各种酮和肟醚时，具有很高的对映选择性（约90％ee）。

  DOI：

  10.1039/p19850002039

文献信息

• Process for preparing chiral compounds
  申请人：The University Court of the University of St. Andrews

  公开号：US07126028B1

  公开（公告）日：2006-10-24

  Process for the preparation of chiral compounds of formula (I) comprising contacting a compound of formula (II) with a source of hydrogen or halide; wherein A is a chiral center; X is selected from oxygen, sulphur and nitrogen; n is selected from 0 and 1 and is equal to the valence of X less 2; B is a fragment CR 3 2; Z is hydrogen or halogen; with the proviso that when X is nitrogen, n is 1, one of R 1 and two of R 2 are hydrogen, BZ is CHPh 2, the other R 1 and R 2 do not form together a five membered heterocyclic (pyrrolidone) ring; novel intermediates, novel compounds, polymers and libraries thereof and the use thereof as fine chemicals, and compositions thereof.

  制备式(I)手性化合物的过程包括将式(II)化合物与氢或卤素源接触；其中A是手性中心；X选择氧、硫或氮；n选择0和1，并等于X的价数减去2；B是片段CR 3 2；Z是氢或卤素；但当X为氮时，n为1，其中一个R 1 和两个R 2 是氢，BZ为CHPh 2，另一个R 1 和R 2 不形成五元杂环（吡咯烷酮）环；新的中间体、新的化合物、聚合物及其库以及作为精细化学品和其组成物的用途。
• PROCESS FOR THE STEREOSELECTIVE PREPARATION OF A PYRAZOLE-CARBOXAMIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：US20160108001A1

  公开（公告）日：2016-04-21

  The present invention relates to a process for the enantioselective preparation of the compound of formula (Ib), which process comprises a) reducing the (E)- or (Z)-form of a compound of formula (II), with an enantioselective reagent to a compound of formula (IIIa), and b) acylating the compound of formula (IIIa) with the compound of formula (IV), or c) coupling the compound of formula (IV) with the compound of formula (II), to give a compound of formula (V) and d) reducing compound of formula (V) in the presence of hydrogen, a catalyst and a chiral ligand, to the compound of formula (Ib).

  本发明涉及一种手性选择性制备式(Ib)化合物的方法，该方法包括a)使用手性选择性试剂还原式(II)化合物的(E)-或(Z)-形式为式(IIIa)化合物，b)用式(IV)化合物对式(IIIa)化合物进行酰化，或c)将式(IV)化合物与式(II)化合物偶联，得到式(V)化合物，d)在氢气、催化剂和手性配体的存在下还原式(V)化合物为式(Ib)化合物。
• [EN] PROCESS FOR THE STEREOSELECTIVE PREPARATION OF A PYRAZOLE-CARBOXAMIDE<br/>[FR] PROCÉDÉ DE PRÉPARATION STÉRÉOSÉLECTIVE D'UN PYRAZOLECARBOXAMIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2014206855A1

  公开（公告）日：2014-12-31

  The present invention relates to a process for the enantioselective preparation of the compound of formula (lb), which process comprises a) reducing the (E)- or (Z)-form of a compound of formula (II), with an enantioselective reagent to a compound of formula (IlIa), and b) acylating the compound of formula (IlIa) with the compound of formula (IV), or c) coupling the compound of formula (IV) with the compound of formula (II), to give a compound of formula (V)and d) reducing compound of formula (V) in the presence of hydrogen, a catalyst and a chiral ligand, to the compound of formula (lb).

  本发明涉及一种手性选择性合成式（lb）化合物的过程，该过程包括：a）用手性选择性试剂还原式（II）化合物的（E）-或（Z）-形式为式（IlIa）化合物，b）用式（IV）化合物酰化式（IlIa）化合物，或c）将式（IV）化合物与式（II）化合物偶联，得到式（V）化合物，以及d）在氢气、催化剂和手性配体的存在下还原式（V）化合物为式（lb）化合物。
• Enantiopure azetidine-2-carboxamides as organocatalysts for direct asymmetric aldol reactions in aqueous and organic media
  作者：Xixi Song、Ai-Xiang Liu、Shan-Shan Liu、Wen-Chao Gao、Min-Can Wang、Junbiao Chang

  DOI：10.1016/j.tet.2013.12.081

  日期：2014.2

  A family of enantiopure azetidine-2-caboxamides was asymmetrically synthesized, and was examined as organocatalyst in direct aldol reactions. A well chosen chiral azetidine-2-caboxamide was found to smoothly catalyze the direct aldol reaction of various benzaldehydes with acetone in brine, and beta-hydroxy ketones were produced with enantiomeric excess up to 96%. The reaction of benzaldehydes with cyclic ketones also led to the formation of anti-products in diastereomeric ratio up to 99:1 and enantiomeric excess up to 99%. (c) 2014 Elsevier Ltd. All rights reserved.
• ITSUNO, SHINICHI;NAKANO, MICHIO;MIYAZAKI, KOJI;MASUDA, HIROFUMI;ITO, KOIC+, J. CHEM. SOC. PERKIN TRANS., 1985, N 10, 2039-2044
  作者：ITSUNO, SHINICHI、NAKANO, MICHIO、MIYAZAKI, KOJI、MASUDA, HIROFUMI、ITO, KOIC+

  DOI：——

  日期：——