[2-(4-Methoxymethoxy-phenyl)-3-oxo-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester | 306275-10-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: [2-(4-Methoxymethoxy-phenyl)-3-oxo-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[2-[4-(methoxymethoxy)phenyl]-3-oxopropyl]-N-methylcarbamate
• CAS: 306275-10-5
• 化学式: C₂₇H₂₇NO₅
• 分子量: 445.515
• InChiKey: DRWHEEWDOWQJQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [2-(4-Methoxymethoxy-phenyl)-3-oxo-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester 在 三氯溴甲烷 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 3-[(E)-(4S,5S,8S,10R)-5-(tert-Butyl-dimethyl-silanyloxy)-4,6,8,10-tetramethyl-dodec-6-enyl]-4-hydroxy-5-(4-methoxymethoxy-phenyl)-1-methyl-1H-pyridin-2-one
  参考文献：
  名称：

  Construction of 4-Hydroxy-2-pyridinones. Total Synthesis of (+)-Sambutoxin

  摘要：

  [GRAPHICS]Total synthesis of (+)-sambutoxin has been achieved, establishing the relative and absolute stereochemistry of the naturally occurring mycotoxin, Efforts feature methodology for enantiocontrolled construction of 1,3-anti dimethyl arrays and a novel Saegusa oxidation to provide a pyridinone methide leading to formation of the central dihydropyran ring.

  DOI：

  10.1021/ol006410+
• 作为产物：
  描述：

  [3-Hydroxy-2-(4-methoxymethoxy-phenyl)-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester 以88%的产率得到[2-(4-Methoxymethoxy-phenyl)-3-oxo-propyl]-methyl-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Construction of 4-Hydroxy-2-pyridinones. Total Synthesis of (+)-Sambutoxin

  摘要：

  [GRAPHICS]Total synthesis of (+)-sambutoxin has been achieved, establishing the relative and absolute stereochemistry of the naturally occurring mycotoxin, Efforts feature methodology for enantiocontrolled construction of 1,3-anti dimethyl arrays and a novel Saegusa oxidation to provide a pyridinone methide leading to formation of the central dihydropyran ring.

  DOI：

  10.1021/ol006410+

文献信息

• Construction of 4-Hydroxy-2-pyridinones. Total Synthesis of (+)-Sambutoxin
  作者：David R. Williams、Regis A. Turske

  DOI：10.1021/ol006410+

  日期：2000.10.1

  [GRAPHICS]Total synthesis of (+)-sambutoxin has been achieved, establishing the relative and absolute stereochemistry of the naturally occurring mycotoxin, Efforts feature methodology for enantiocontrolled construction of 1,3-anti dimethyl arrays and a novel Saegusa oxidation to provide a pyridinone methide leading to formation of the central dihydropyran ring.