(3R,10R)-10-methyl-3-phenyl-6,9-dioxa-1,2,12-triazatricyclo[9.8.0.013,18]nonadeca-11,13,15,17-tetraene-5,19-dione | 445397-19-3

• 分子结构分类: 有机化合物
• 英文名称: (3R,10R)-10-methyl-3-phenyl-6,9-dioxa-1,2,12-triazatricyclo[9.8.0.013,18]nonadeca-11,13,15,17-tetraene-5,19-dione
• CAS: 445397-19-3
• 化学式: C₂₁H₂₁N₃O₄
• 分子量: 379.415
• InChiKey: OELLLSIQASIERC-RDTXWAMCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  80.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3R,10R)-10-methyl-3-phenyl-6,9-dioxa-1,2,12-triazatricyclo[9.8.0.013,18]nonadeca-11,13,15,17-tetraene-5,19-dione 在 N,N-二甲基乙醇胺 、 samarium diiodide 、 sodium methylate 作用下， 生成 (R)-3-氨基-3-苯基 丙酸甲酯
  参考文献：
  名称：

  Completely diastereoselective aziridination of α,β-unsaturated acids via intramolecular reaction of 3-acetoxyaminoquinazolin-4(3H)-ones

  摘要：

  (R)-3-Amino-2-[1-(2-hydroxyethoxy)ethyl]quinazolin-4(3H)-one 10 was prepared in 62% yield without the need for chromatography and O-cinnamoylated reaction with lead tetra-acetate gave aziridine 12 as a single diastereoisomer in quantitative yield which was converted into the beta-amino acid ester 15 corresponding to overall enantioselective addition of ammonia to the double bond of cinnamic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00136-3
• 作为产物：
  描述：

  (R)-3-amino-2-[1-(2-hydroxy-ethoxy)-ethyl]-3H-quinazolin-4-one 在 吡啶 、 lead(IV) acetate 、 samarium diiodide 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 二氯甲烷 、 叔丁醇 为溶剂， 生成 (3R,10R)-10-methyl-3-phenyl-6,9-dioxa-1,2,12-triazatricyclo[9.8.0.013,18]nonadeca-11,13,15,17-tetraene-5,19-dione
  参考文献：
  名称：

  Completely diastereoselective aziridination of α,β-unsaturated acids via intramolecular reaction of 3-acetoxyaminoquinazolin-4(3H)-ones

  摘要：

  (R)-3-Amino-2-[1-(2-hydroxyethoxy)ethyl]quinazolin-4(3H)-one 10 was prepared in 62% yield without the need for chromatography and O-cinnamoylated reaction with lead tetra-acetate gave aziridine 12 as a single diastereoisomer in quantitative yield which was converted into the beta-amino acid ester 15 corresponding to overall enantioselective addition of ammonia to the double bond of cinnamic acid. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00136-3