(R)-N-(2-hydroxy-2-cyclohexylethyl)benzamide | 1299491-17-0

• 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: (R)-N-(2-hydroxy-2-cyclohexylethyl)benzamide
• 英文别名: N-[(2R)-2-cyclohexyl-2-hydroxyethyl]benzamide
• CAS: 1299491-17-0
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: QXJMBXWWDPPJAU-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-N-(2-hydroxy-2-cyclohexylethyl)benzamide 、 (R)-(-)-α-methoxyphenylacetyl chloride 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-2-benzamido-1-cyclohexylethyl (R)-2-methoxy-2-phenylacetate
  参考文献：
  名称：

  Catalytic Asymmetric Hydrogenation of N-Boc-Imidazoles and Oxazoles

  摘要：

  Substituted imidazoles and oxazoles were respectively hydrogenated into the corresponding chiral imidazolines and oxazolines (up to 99% ee). The highly enantioselective hydrogenation was achieved by using the chiral ruthenium catalyst, which is generated from Ru(eta(3)-methallyl)(2)(cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered aromatic rings containing two or more heteroatoms.

  DOI：

  10.1021/ja201543h
• 作为产物：
  描述：

  2-溴-1-环己基乙酮 在 吡啶 、 盐酸 、 [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) 、 sodium azide 、 (R,R)-2,2″-bis[(S)-1-diphenylphosphinoethyl]-1,1″-biferrocene 、 palladium 10% on activated carbon 、 水 、 氢气 、 碳酸氢钠 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 甲醇 、 水 、 乙酸乙酯 、 甲苯 为溶剂， 80.0 ℃ 、5.07 MPa 条件下， 反应 39.03h， 生成 (R)-N-(2-hydroxy-2-cyclohexylethyl)benzamide
  参考文献：
  名称：

  Catalytic Asymmetric Hydrogenation of N-Boc-Imidazoles and Oxazoles

  摘要：

  Substituted imidazoles and oxazoles were respectively hydrogenated into the corresponding chiral imidazolines and oxazolines (up to 99% ee). The highly enantioselective hydrogenation was achieved by using the chiral ruthenium catalyst, which is generated from Ru(eta(3)-methallyl)(2)(cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered aromatic rings containing two or more heteroatoms.

  DOI：

  10.1021/ja201543h

文献信息

• 베타 아미노 알코올화합물 제조방법
  申请人：Research ＆ Business Foundation SUNGKYUNKWAN UNIVERSITY 성균관대학교산학협력단(220050013604) BRN ▼101-82-12009

  公开号：KR20220128843A

  公开（公告）日：2022-09-22

  본 발명의 일실시예는 α,β 불포화 알데하이드화합물 또는 방향족 알데하이드화합물의 카보닐 탄소에 α-실릴 아민화합물을 위치선택적으로 라디칼첨가반응 시켜, β-아미노 알코올화합물을 제조하는 제조방법을 제공한다.

  本发明的实施例提供了一种制备β-氨基醇化合物的方法，其将α，β不饱和醛化合物或芳香族醛化合物的羰基碳上的α-醇胺化合物位置选择性地进行自由基加成反应。
• Catalytic Asymmetric Hydrogenation of N-Boc-Imidazoles and Oxazoles
  作者：Ryoichi Kuwano、Nao Kameyama、Ryuhei Ikeda

  DOI：10.1021/ja201543h

  日期：2011.5.18

  Substituted imidazoles and oxazoles were respectively hydrogenated into the corresponding chiral imidazolines and oxazolines (up to 99% ee). The highly enantioselective hydrogenation was achieved by using the chiral ruthenium catalyst, which is generated from Ru(eta(3)-methallyl)(2)(cod) and a trans-chelating chiral bisphosphine ligand, PhTRAP. This is the first successful catalytic asymmetric reduction of 5-membered aromatic rings containing two or more heteroatoms.