((2R,3S)-2-Hydroxy-3-{3-[(2R,3S,6S,8S)-8-((E)-(3S,6R)-6-hydroxy-3,5-dimethyl-hept-4-enyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-propylcarbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester | 756834-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: ((2R,3S)-2-Hydroxy-3-{3-[(2R,3S,6S,8S)-8-((E)-(3S,6R)-6-hydroxy-3,5-dimethyl-hept-4-enyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-propylcarbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS: 756834-80-7
• 化学式: C₄₂H₆₀N₂O₇
• 分子量: 704.948
• InChiKey: ZIZUXHSTYOTGTG-ATAQPERSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.24
• 重原子数：
  51.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  126.35
• 氢给体数：
  4.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S)-2-Hydroxy-3-{3-[(2R,3S,6S,8S)-8-((E)-(3S,6R)-6-hydroxy-3,5-dimethyl-hept-4-enyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-propylcarbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 在 乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.58h， 生成 (2S,3R)-4-Amino-3-hydroxy-N-{3-[(2R,3S,6S,8S)-8-((E)-(3S,6R)-6-hydroxy-3,5-dimethyl-hept-4-enyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-propyl}-2-methyl-butyramide
  参考文献：
  名称：

  Synthesis of Bistramide A

  摘要：

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.

  DOI：

  10.1021/ja046588h
• 作为产物：
  描述：

  2-{3-[(2R,3S,6S,8S)-8-((E)-(3S,6R)-6-Hydroxy-3,5-dimethyl-hept-4-enyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-propyl}-isoindole-1,3-dione 在 PyOBOP 、 N,N-二异丙基乙胺 、 甲胺 作用下， 以 氘代甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 ((2R,3S)-2-Hydroxy-3-{3-[(2R,3S,6S,8S)-8-((E)-(3S,6R)-6-hydroxy-3,5-dimethyl-hept-4-enyl)-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl]-propylcarbamoyl}-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Synthesis of Bistramide A

  摘要：

  We have developed an efficient and highly stereocontrolled synthesis of bistramide A, a selective activator of protein kinase C isotype delta. Our synthetic strategy featured a novel bidirectional approach for spiroketal construction based on the ring-opening/cross-metathesis sequence employing a highly strained cyclopropenone acetal. The synthesis afforded the final target with the longest linear sequence of 15 steps and provided unambiguous structural determination of bistramide A, including assignment of the previously unknown C(37) stereochemistry.

  DOI：

  10.1021/ja046588h