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(R)-3-(1-naphthoyl)-4-((S)-furan-2-yl(hydroxy)methyl)-2,2,4-trimethyloxazolidin-5-one | 1539292-03-9

中文名称
——
中文别名
——
英文名称
(R)-3-(1-naphthoyl)-4-((S)-furan-2-yl(hydroxy)methyl)-2,2,4-trimethyloxazolidin-5-one
英文别名
(4R)-4-[(S)-furan-2-yl(hydroxy)methyl]-2,2,4-trimethyl-3-(naphthalene-1-carbonyl)-1,3-oxazolidin-5-one
(R)-3-(1-naphthoyl)-4-((S)-furan-2-yl(hydroxy)methyl)-2,2,4-trimethyloxazolidin-5-one化学式
CAS
1539292-03-9
化学式
C22H21NO5
mdl
——
分子量
379.412
InChiKey
DVQKCNYIKROTAT-XMSQKQJNSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    3.8
  • 重原子数:
    28
  • 可旋转键数:
    3
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.27
  • 拓扑面积:
    80
  • 氢给体数:
    1
  • 氢受体数:
    5

上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为产物:
    描述:
    (4S)-2,2,4-trimethyl-1,3-oxazolidin-5-one 在 三甲基铝双(三甲基硅烷基)氨基钾 作用下, 以 四氢呋喃丙酮甲苯 为溶剂, 反应 2.2h, 生成 (R)-3-(1-naphthoyl)-4-((S)-furan-2-yl(hydroxy)methyl)-2,2,4-trimethyloxazolidin-5-one 、 (S)-3-(1-naphthoyl)-4-((R)-furan-2-yl(hydroxy)methyl)-2,2,4-trimethyloxazolidin-5-one 、 (R)-3-(1-naphthoyl)-4-((R)-furan-2-yl(hydroxy)methyl)-2,2,4-trimethyloxazolidin-5-one
    参考文献:
    名称:
    Substrate Control in Enantioselective and Diastereoselective Aldol Reaction by Memory of Chirality: A Rapid Access to Enantiopure β-Hydroxy Quaternary α-Amino Acids
    摘要:
    An asymmetric aldol reaction by memory of chirality is reported with a substrate control of stereoselectivity by aldehyde and rationalized. Starting from L-alanine, several diastereopure and enantioenriched beta-hydroxy quaternary alpha-amino acids have been obtained in three steps. The initial chirality of L-alanine is memorized through the dynamic axial chirality of tertiary aromatic amide.
    DOI:
    10.1021/ol403523e
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文献信息

  • Substrate Control in Enantioselective and Diastereoselective Aldol Reaction by Memory of Chirality: A Rapid Access to Enantiopure β-Hydroxy Quaternary α-Amino Acids
    作者:Baby Viswambharan、Didier Gori、Régis Guillot、Cyrille Kouklovsky、Valérie Alezra
    DOI:10.1021/ol403523e
    日期:2014.2.7
    An asymmetric aldol reaction by memory of chirality is reported with a substrate control of stereoselectivity by aldehyde and rationalized. Starting from L-alanine, several diastereopure and enantioenriched beta-hydroxy quaternary alpha-amino acids have been obtained in three steps. The initial chirality of L-alanine is memorized through the dynamic axial chirality of tertiary aromatic amide.
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