(4R)-4-benzyl-3-[(2R,3S,5R)-3-hydroxy-5-methoxy-2-methyl-6-trityloxyhexanoyl]-1,3-oxazolidin-2-one | 1186619-04-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (4R)-4-benzyl-3-[(2R,3S,5R)-3-hydroxy-5-methoxy-2-methyl-6-trityloxyhexanoyl]-1,3-oxazolidin-2-one
• CAS: 1186619-04-4
• 化学式: C₃₇H₃₉NO₆
• 分子量: 593.72
• InChiKey: QFCNYTONWQHFID-IUZPXUFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  85.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4R)-4-benzyl-3-[(2R,3S,5R)-3-hydroxy-5-methoxy-2-methyl-6-trityloxyhexanoyl]-1,3-oxazolidin-2-one 、 二甲羟胺盐酸盐 在 三甲基铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments

  摘要：

  The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.075
• 作为产物：
  描述：

  (3R)-3-methoxy-4-trityloxybutanal 、 (R)-(-)-4-苄基-3-丙酰基-2-恶唑烷酮 在 三氟甲磺酸二丁硼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(4R)-4-benzyl-3-[(2R,3S,5R)-3-hydroxy-5-methoxy-2-methyl-6-trityloxyhexanoyl]-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments

  摘要：

  The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.075

文献信息

• Synthetic studies on reidispongiolide A, an actin-depolymerizing marine macrolide: synthesis of C11–C22 and C23–C35 segments
  作者：Satoshi Akiyama、Eisuke Toriihara、Kazushi Suzuki、Toshiaki Teruya、Kiyotake Suenaga

  DOI：10.1016/j.tetlet.2009.06.075

  日期：2009.9

  The C11-C22 and C23-C35 segments 2 and 3 of reidispongiolide A (1), an actin-depolymerizing marine macrolide, were synthesized enantioselectively in 12 steps from (R)-glycidyl trityl ether and in 12 steps from chiral ketone 15, respectively. (C) 2009 Elsevier Ltd. All rights reserved.