3-isopropyl-5-<(nphthyloxy)methyl>oxazolidin-2-one | 91740-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-isopropyl-5-<(nphthyloxy)methyl>oxazolidin-2-one
• 英文别名: 3-isopropyl-5-((napthalen-1-yloxy)methyl)oxazolidine-2-one；3-isopropyl-5-naphthalen-1-yloxymethyl-oxazolidin-2-one；3-Isopropyl-5-(1-naphthyloxymethyl)-2-oxolidon；2-Oxazolidinone, 3-(1-methylethyl)-5-[(1-naphthalenyloxy)methyl]-；5-(naphthalen-1-yloxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-one
• CAS: 91740-63-5
• 化学式: C₁₇H₁₉NO₃
• 分子量: 285.343
• InChiKey: NFYJEFQNQKQGSK-UHFFFAOYSA-N

物化性质

• 沸点：
  500.0±18.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-isopropyl-5-<(nphthyloxy)methyl>oxazolidin-2-one 在 氢氧化钾 作用下， 以 苯 为溶剂， 反应 24.0h， 以100%的产率得到普萘洛尔
  参考文献：
  名称：

  Oxazolidin-2-ones from allylic amines by means of iodine and carbonate anion on polymeric support. A convenient synthesis of (.+-.)-propranolol

  摘要：

  DOI：

  10.1021/jo00355a023
• 作为产物：
  描述：

  (R,S)-5-acetoxymethyl-3-isopropyl-oxazolidin-2-one 在 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 38.0h， 生成 3-isopropyl-5-<(nphthyloxy)methyl>oxazolidin-2-one
  参考文献：
  名称：

  Oxazolidin-2-ones from allylic amines by means of iodine and carbonate anion on polymeric support. A convenient synthesis of (.+-.)-propranolol

  摘要：

  DOI：

  10.1021/jo00355a023

文献信息

• Visible‐Light‐Mediated Liberation and In Situ Conversion of Fluorophosgene
  作者：Daniel Petzold、Philipp Nitschke、Fabian Brandl、Veronica Scheidler、Bernhard Dick、Ruth M. Gschwind、Burkhard König

  DOI：10.1002/chem.201804603

  日期：2019.1.2

  to its fragmentation into fluorophosgene and benzonitrile. The in situ generated fluorophosgene was used for the preparation of carbonates, carbamates, and urea derivatives in moderate to excellent yields via an intramolecular cyclization reaction. Transient spectroscopic investigations suggest the formation of a catalyst charge‐transfer complex‐dimer as the catalytic active species. Fluorophosgene

  报道了不基于自由基反应性的光催化产生高度亲电中间体的第一个实例。有机光敏剂对稳定的和市售的4-（三氟甲氧基）苄腈进行单电子还原会导致其分裂为氟光气和苄腈。原位产生的氟光气用于通过分子内环化反应以中等至极好的收率制备碳酸盐，氨基甲酸酯和尿素衍生物。瞬态光谱研究表明，形成了一种催化剂电荷转移复合物-二聚体，作为催化活性物质。氟光气作为高反应性中间体，通过NMR间接检测到它的下一个下游碳酰氟中间体。此外，
• Method of preparing a heterocyclic intermediate for the production of optically active aryloxysubstituted vicinal aminoalcohols
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0647633A1

  公开（公告）日：1995-04-12

  The invention relates to a method of preparing a heterocyclic intermediate of the general formula wherein    X is a carbonyl group, a thiocarbonyl group, a (C₁-C₁₀)(ar)alkylidene group or a dihydrocarbylsilyl group,    R is a straight or branched (C₁-C₁₀)alkyl group, optionally substituted with halogen, hydroxy, (C₁-C₄)alkoxy or protected hydroxy, or a phenyl(C₁-C₃)alkyl or heteroaryl(C₁-C₃)alkyl group, which groups are optionally substituted with 1-3 substituents, selected from the group consisting of hydroxy, (C₅-C₁₂)cycloalkyl, amino, nitro, halogen, cyano, alkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylsulphonylamino, alkylsulphonyl, alkylcarbonyl, and alkyl, wherein the alkyl groups have 1-5 carbon atoms, and which intermediate has either the R or the S configuration, by subjecting an optically active cyanohydrin of the general formula to a reduction-transimination-reduction sequence, using R - NH₂ as the primary amine, followed by a cyclization reaction and, finally, by an ozonolysis-reduction sequence.

  本发明涉及一种制备杂环中间体的方法，其通式如下：其中X为羰基，硫代羰基，(C₁-C₁₀)(芳)烷基亚甲基或二氢基碳基硅基，R为直链或支链(C₁-C₁₀)烷基，可选用卤素、羟基、(C₁-C₄)烷氧基或保护羟基进行取代，或苯基(C₁-C₃)烷基或杂环芳基(C₁-C₃)烷基，这些基团可选用1-3个取代基进行取代，所述取代基选自羟基、(C₅-C₁₂)环烷基、氨基、硝基、卤素、氰基、烷氧基、烷基羰氧基、烷基羰基氨基、烷基磺酰胺基、烷基磺酰基、烷基羰基和烷基，其中烷基含有1-5个碳原子，该中间体具有R或S构型，通过将手性氰醇通式的还原-转移-还原序列，使用R-NH₂作为主要胺，然后进行环化反应，最后进行臭氧化-还原序列。
• Method of preparing a heterocyclic intermediate for the production of optically active aryloxy-substituted vicinal aminoalcohols
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0647634A1

  公开（公告）日：1995-04-12

  The invention relates to a method of preparing a heterocyclic intermediate of the general formula wherein    X is a carbonyl group, a thiocarbonyl group, a (C₁-C₁₀)(ar)alkylidene group or a dihydrocarbylsilyl group,    R is a straight or branched (C₁-C₁₀)alkyl group, optionally substituted with halogen, hydroxy, (C₁-C₄) alkoxy or protected hydroxy, or a phenyl(C₁-C₃)alkyl or heteroaryl(C₁-C₃)alkyl group, which groups are optionally substituted with 1-3 substituents, selected from the group consisting of hydroxy, (C₅-C₁₂)cycloalkyl, amino, nitro, halogen, cyano, alkoxy, alkylcarbonyloxy, alkylcarbonylamino, alkylsulphonylamino, alkylsulphonyl, alkylcarbonyl, and alkyl, wherein the alkyl groups have 1-5 carbon atoms, and which intermediate has either the R or the S configuration, by subjecting an optically active cyanohydrin of the general formula to a reduction-transimination-reduction sequence, using R - NH₂ as the primary amine, followed by a cyclization reaction and, finally, by an ozonolysis-reduction sequence.

  本发明涉及一种通式如下的杂环中间体的制备方法 其中 X 是羰基、硫代羰基、(C₁-C₁₀)(ar)亚烷基或二氢羰基硅烷基、 R 是直链或支链(C₁-C₁₀)烷基，可选择被卤素、羟基、(C₁-C₄)烷氧基或受保护羟基取代，或苯基(C₁-C₃)烷基或杂芳基(C₁-C₃)烷基，这些基团可选择被 1-3 个取代基取代、选自由羟基、(C₅-C₁₂)环烷基、氨基、硝基、卤素、氰基、烷氧基、烷基羰氧基、烷基羰基氨基、烷基磺酰基氨基、烷基磺酰基、烷基羰基和烷基组成的组，其中烷基具有 1-5 个碳原子、 将通式如下的具有光学活性的氰醇与具有 R 或 S 构型的中间体反应 以 R - NH₂ 作为伯胺，进行还原-反式-还原反应、 然后进行环化反应，最后进行臭氧分解还原反应。
• CARDILLO, G.;ORENA, M.;SANDRI, S., J. ORG. CHEM., 1986, 51, N 5, 713-717
  作者：CARDILLO, G.、ORENA, M.、SANDRI, S.

  DOI：——

  日期：——
• ISAKSSON, R.;LAMM, B., J. CHROMATOGR., 1986, 362, N 3, 436-438
  作者：ISAKSSON, R.、LAMM, B.

  DOI：——

  日期：——