(3S)-3-(benzylamino)-3-phenylpropan-1-ol

• 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: (3S)-3-(benzylamino)-3-phenylpropan-1-ol
• 英文别名: (S)-3-benzylamino-3-phenyl-propan-1-ol
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: APGHVJNYLPMQFX-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  S-Boc-β-苯丙氨酸 在 二异丁基氢化铝 作用下， 生成 (3S)-3-(benzylamino)-3-phenylpropan-1-ol
  参考文献：
  名称：

  (1'S,4S)-2-Aryl-4-(1'-hydroxybenzyl)-4,5-dihydrooxazole as a Useful Chiral Auxiliary for the Synthesis of b-Amino Acids and b-Lactams in a Highly Stereoselective Manner

  摘要：

  DOI：

  10.3987/com-97-7902

文献信息

• Optically active isoxazolidines and 1,3-amino alcohols by asymmetric selenocyclization reactions of O-allyl oximes
  作者：Marcello Tiecco、Lorenzo Testaferri、Francesca Marini、Silvia Sternativo、Claudio Santi、Luana Bagnoli、Andrea Temperini

  DOI：10.1016/s0957-4166(01)00543-2

  日期：2001.11

  The selenyl triflate generated from the reaction of di-2-[(1S)-1-(methylthio)ethyl]phenyl diselenide with silver triflate reacts with various substituted O-allyl oximes to promote ring closure, which affords optically active isoxazolidines in high yields and with good diastereoselectivity (up to 93:7). Enantiomerically enriched 1,3-amino alcohols can be easily obtained by NO bond cleavage of these

  由二-2-[（（1S）-1-（甲硫基）乙基]苯基二硒化物与三氟甲磺酸银反应生成的三氟甲磺酸硒酯与各种取代的O-烯丙基肟反应以促进闭环，从而在高浓度下提供光学活性的异恶唑烷收率高，非对映选择性好（高达93：7）。对映体富集的1,3-氨基醇可以很容易地获得Ñ  ö这些杂环，其容易通过用在含水乙酸中的锌进行的键裂解。
• <i>N</i>-Benzylhydroxylamine Addition to β-Aryl Enoates. Enantioselective Synthesis of β-Aryl-β-amino Acid Precursors
  作者：Mukund P. Sibi、Mei Liu

  DOI：10.1021/ol006500e

  日期：2000.10.1

  [GRAPHICS]Chiral Lewis acid catalyzed N-benzylhydroxylamine addition to pyrrolidinone-derived enoates afforded beta-aryl-beta-amino acid derivatives in high enantiomeric purity with moderate to very good chemical efficiency.
• Enantioselective Conjugate Addition of Hydroxylamines to Pyrazolidinone Acrylamides
  作者：Mukund P. Sibi、Mei Liu

  DOI：10.1021/ol016807t

  日期：2001.12.1

  [GRAPHICS]Chiral relay templates provide amplification of selectivity in conjugate addition reactions. Reversal of stereochemistry of the product isoxazolidinones has also been demonstrated by a simple change of the Lewis acid.
• (1'S,4S)-2-Aryl-4-(1'-hydroxybenzyl)-4,5-dihydrooxazole as a Useful Chiral Auxiliary for the Synthesis of b-Amino Acids and b-Lactams in a Highly Stereoselective Manner
  作者：Tamotsu Fujisawa、Makoto Shimizu、Shingo Maruyama、Yasuhiro Suzuki

  DOI：10.3987/com-97-7902

  日期：——