(+)-(R)-4-(3,4-methylenedioxybenzyl)-1,3-oxazolidin-2-one | 148967-92-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (+)-(R)-4-(3,4-methylenedioxybenzyl)-1,3-oxazolidin-2-one
• 英文别名: (4R)-4-(1,3-benzodioxol-5-ylmethyl)-1,3-oxazolidin-2-one
• CAS: 148967-92-4
• 化学式: C₁₁H₁₁NO₄
• 分子量: 221.213
• InChiKey: SZIHKEKVEHUVLL-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-溴甲基-1,2,3-三甲氧基苯 、 (+)-(R)-4-(3,4-methylenedioxybenzyl)-1,3-oxazolidin-2-one 在 sodium hydride 作用下， 生成 (+)-(R)-4-(3,4-Methylenedioxybenzyl)-3-(3,4,5-trimethoxybenzyl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Design, synthesis, and structure-cytotoxity relationships of aza-steganes

  摘要：

  Optically active and racemic azaisopicrostegane (3), azapicrostegane (4), and all of four stereoisomers of racemic azaisopicrosteganols and azapicrosteganols (5, 6, 8, 9) were successfully synthesized hy oxidative coupling of dibenzylurethanes (12, 18, 19).

  DOI：

  10.1016/s0040-4020(01)89890-2
• 作为产物：
  描述：

  L-3,4-methylenedioxyphenylalanine 在 lithium aluminium tetrahydride 、 sodium methylate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 9.0h， 生成 (+)-(R)-4-(3,4-methylenedioxybenzyl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Design, synthesis, and antitumor activity-absolute configuration relationships of podophyllotoxin aza-analogues

  摘要：

  Optically active and racemic podophyllotoxin aza-analogues 3 approximately 7 were designed and synthesized by a highly stereoselective condensation reaction of a cyclic urethane 10 or 16 with 3,4,5-trimethoxybenzaldehyde 11 and were found to show a promising in vitro and in vivo antitumor activity.

  DOI：

  10.1016/s0040-4020(01)80545-7

文献信息

• Design, synthesis, and antitumor activity-absolute configuration relationships of podophyllotoxin aza-analogues
  作者：Kiyoshi Tomioka、Yoshihiro Kubota、Kenji Koga

  DOI：10.1016/s0040-4020(01)80545-7

  日期：1993.2

  Optically active and racemic podophyllotoxin aza-analogues 3 approximately 7 were designed and synthesized by a highly stereoselective condensation reaction of a cyclic urethane 10 or 16 with 3,4,5-trimethoxybenzaldehyde 11 and were found to show a promising in vitro and in vivo antitumor activity.
• Design, synthesis, and structure-cytotoxity relationships of aza-steganes
  作者：Yoshihiro Kubota、Hisashi Kawasaki、Kiyoshi Tomioka、Kenji Koga

  DOI：10.1016/s0040-4020(01)89890-2

  日期：1993.4

  Optically active and racemic azaisopicrostegane (3), azapicrostegane (4), and all of four stereoisomers of racemic azaisopicrosteganols and azapicrosteganols (5, 6, 8, 9) were successfully synthesized hy oxidative coupling of dibenzylurethanes (12, 18, 19).