tert-butyl 2-[9-[2-[bis(phenylmethoxycarbonylamino)methylideneamino]ethoxy]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-3-yl]acetate | 476667-26-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl 2-[9-[2-[bis(phenylmethoxycarbonylamino)methylideneamino]ethoxy]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-3-yl]acetate
• CAS: 476667-26-2
• 化学式: C₃₅H₃₆N₆O₉
• 分子量: 684.706
• InChiKey: MKDLACVAMIKRJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  50
• 可旋转键数：
  16
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  179
• 氢给体数：
  3
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-[9-[2-[bis(phenylmethoxycarbonylamino)methylideneamino]ethoxy]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-3-yl]acetate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 17.0h， 以98%的产率得到2-[9-[2-[bis(phenylmethoxycarbonylamino)methylideneamino]ethoxy]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-3-yl]acetic acid
  参考文献：
  名称：

  Synthesis of Amino- and Guanidino-G-Clamp PNA Monomers

  摘要：

  [GRAPHICS]Syntheses of the protected amino- and guanidino-G-clamp PNA monomers, 9a and 9b, respectively, have been accomplished in eight steps from 5-bromouracil. Enhanced stacking interactions and additional hydrogen bonds with guanine should increase the affinity of PNAs incorporating these cytosine analogues for their complementary strands.

  DOI：

  10.1021/ol026815p
• 作为产物：
  描述：

  1,3-二(苄氧羰基)-2-甲基异硫脲 在 Ph₂PC₆H₄-polymer 、 三乙胺 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 26.0h， 生成 tert-butyl 2-[9-[2-[bis(phenylmethoxycarbonylamino)methylideneamino]ethoxy]-2-oxo-10H-pyrimido[5,4-b][1,4]benzoxazin-3-yl]acetate
  参考文献：
  名称：

  Synthesis of Amino- and Guanidino-G-Clamp PNA Monomers

  摘要：

  [GRAPHICS]Syntheses of the protected amino- and guanidino-G-clamp PNA monomers, 9a and 9b, respectively, have been accomplished in eight steps from 5-bromouracil. Enhanced stacking interactions and additional hydrogen bonds with guanine should increase the affinity of PNAs incorporating these cytosine analogues for their complementary strands.

  DOI：

  10.1021/ol026815p

文献信息

• Synthesis of Amino- and Guanidino-G-Clamp PNA Monomers
  作者：Cristina Ausín、José-Antonio Ortega、Jordi Robles、Anna Grandas、Enrique Pedroso

  DOI：10.1021/ol026815p

  日期：2002.11.1

  [GRAPHICS]Syntheses of the protected amino- and guanidino-G-clamp PNA monomers, 9a and 9b, respectively, have been accomplished in eight steps from 5-bromouracil. Enhanced stacking interactions and additional hydrogen bonds with guanine should increase the affinity of PNAs incorporating these cytosine analogues for their complementary strands.