acetic acid (1S,5R)-5-(tert-butyldimethylsilanyloxy)-1-[(2S,4R)-4-(tert-butyldiphenylsilanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxybenzyloxy)pentyl]-2,2-dimethyl-3-methylene-7-oxoheptyl ester | 910046-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: acetic acid (1S,5R)-5-(tert-butyldimethylsilanyloxy)-1-[(2S,4R)-4-(tert-butyldiphenylsilanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxybenzyloxy)pentyl]-2,2-dimethyl-3-methylene-7-oxoheptyl ester
• 英文别名: [(3R,5S,7S,11R)-11-[tert-butyl(dimethyl)silyl]oxy-3-[tert-butyl(diphenyl)silyl]oxy-1-tert-butylsulfanyl-5-[(4-methoxyphenyl)methoxy]-8,8-dimethyl-9-methylidene-1,13-dioxotridecan-7-yl] acetate
• CAS: 910046-65-0
• 化学式: C₅₂H₇₈O₈SSi₂
• 分子量: 919.424
• InChiKey: KPRXTNGXFLCPIP-BPCGTNIUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.64
• 重原子数：
  63
• 可旋转键数：
  28
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  acetic acid (1S,5R)-5-(tert-butyldimethylsilanyloxy)-1-[(2S,4R)-4-(tert-butyldiphenylsilanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxybenzyloxy)pentyl]-2,2-dimethyl-3-methylene-7-oxoheptyl ester 在 sodium chlorite 、 potassium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 叔丁醇 为溶剂， 反应 1.33h， 生成 (3R,7S,9S,11R)-7-acetoxy-3-(tert-butyldimethylsilanyloxy)-11-(tert-butyldiphenylsilanyloxy)-12-tert-butylsulfanylcarbonyl-9-(4-methoxybenzyloxy)-6,6-dimethyl-5-methylenedodecanoic acid methyl ester
  参考文献：
  名称：

  Synthetic Studies toward the Bryostatins:  A Substrate-Controlled Approach to the A-Ring

  摘要：

  The synthesis of a C-1 - C-13 A-ring subunit of bryostatin 1 is detailed. The key features of the approach include the convergent fragment assembly with a highly stereoselective construction of the C-7-C-8 bond indicated above.

  DOI：

  10.1021/ol061173h
• 作为产物：
  描述：

  Acetic acid (1S,5R)-5-(tert-butyl-dimethyl-silanyloxy)-1-[(2S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxy-benzyloxy)-pentyl]-7,8-dihydroxy-2,2-dimethyl-3-methylene-octyl ester 在 sodium periodate 、 phosphate buffer 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以134 mg的产率得到acetic acid (1S,5R)-5-(tert-butyldimethylsilanyloxy)-1-[(2S,4R)-4-(tert-butyldiphenylsilanyloxy)-5-tert-butylsulfanylcarbonyl-2-(4-methoxybenzyloxy)pentyl]-2,2-dimethyl-3-methylene-7-oxoheptyl ester
  参考文献：
  名称：

  Synthetic Studies toward the Bryostatins:  A Substrate-Controlled Approach to the A-Ring

  摘要：

  The synthesis of a C-1 - C-13 A-ring subunit of bryostatin 1 is detailed. The key features of the approach include the convergent fragment assembly with a highly stereoselective construction of the C-7-C-8 bond indicated above.

  DOI：

  10.1021/ol061173h