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tert-butyl 2-(3,4-dihydroxyphenyl)ethylcarbamate ditrifluoroacetate

中文名称
——
中文别名
——
英文名称
tert-butyl 2-(3,4-dihydroxyphenyl)ethylcarbamate ditrifluoroacetate
英文别名
styelsamine D ditrifluoroacetate;10-(2-Aminoethyl)-8,14-diazatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,9,11,13,15-octaen-12-ol;2,2,2-trifluoroacetic acid
tert-butyl 2-(3,4-dihydroxyphenyl)ethylcarbamate ditrifluoroacetate化学式
CAS
——
化学式
2C2HF3O2*C17H15N3O
mdl
——
分子量
505.373
InChiKey
DXKJBKBMIWWLIA-UHFFFAOYSA-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:
    2
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.16
  • 拓扑面积:
    109
  • 氢给体数:
    4
  • 氢受体数:
    9

反应信息

  • 作为反应物:
    描述:
    聚合甲醛tert-butyl 2-(3,4-dihydroxyphenyl)ethylcarbamate ditrifluoroacetate溶剂黄146 作用下, 以66%的产率得到deoxyamphimedine
    参考文献:
    名称:
    Bioinspired Syntheses of the Pyridoacridine Marine Alkaloids Demethyldeoxyamphimedine, Deoxyamphimedine, and Amphimedine
    摘要:
    Efficient bioinspired syntheses of the biologically active pyridoacridine marine alkaloids demethyldeoxyamphimedine, deoxyamphimedine, and amphimedine are reported. Reaction of styelsamine D, prepared via an optimized route starting from Boc-dopamine, with paraformaldehyde afforded demethyldeoxyamphimedine and deoxyamphimedine. Oxidation of the latter using either K-3[Fe(CN)(6)] or DMSO/conc. HCl gave amphimedine in 8 steps from tryptamine with an overall yield of 14%. The versatility of the method was demonstrated by the synthesis of non-natural ethyl and benzyl congeners of deoxyampbimedine and amphimedine.
    DOI:
    10.1021/acs.joc.5b02312
  • 作为产物:
    描述:
    盐酸多巴胺 在 cerium(III) chloride heptahydrate 、 碳酸氢钠溶剂黄146silver(l) oxide 作用下, 以 四氢呋喃甲醇 为溶剂, 反应 5.5h, 生成 tert-butyl 2-(3,4-dihydroxyphenyl)ethylcarbamate ditrifluoroacetate
    参考文献:
    名称:
    Bioinspired Syntheses of the Pyridoacridine Marine Alkaloids Demethyldeoxyamphimedine, Deoxyamphimedine, and Amphimedine
    摘要:
    Efficient bioinspired syntheses of the biologically active pyridoacridine marine alkaloids demethyldeoxyamphimedine, deoxyamphimedine, and amphimedine are reported. Reaction of styelsamine D, prepared via an optimized route starting from Boc-dopamine, with paraformaldehyde afforded demethyldeoxyamphimedine and deoxyamphimedine. Oxidation of the latter using either K-3[Fe(CN)(6)] or DMSO/conc. HCl gave amphimedine in 8 steps from tryptamine with an overall yield of 14%. The versatility of the method was demonstrated by the synthesis of non-natural ethyl and benzyl congeners of deoxyampbimedine and amphimedine.
    DOI:
    10.1021/acs.joc.5b02312
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