(4a'R,6'S,8a'R)-(+)-5',5',8a'-trimethyloctahydrospiro(1,3-dioxolane-2,2'-(1'H)-naphthalen)-6'-yl N,N,N',N'-tetramethylphosphorodiamidate | 190523-56-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4a'R,6'S,8a'R)-(+)-5',5',8a'-trimethyloctahydrospiro(1,3-dioxolane-2,2'-(1'H)-naphthalen)-6'-yl N,N,N',N'-tetramethylphosphorodiamidate
• 英文别名: N-[[(2'S,4'aR,8'aR)-1',1',4'a-trimethylspiro[1,3-dioxolane-2,6'-3,4,5,7,8,8a-hexahydro-2H-naphthalene]-2'-yl]oxy-(dimethylamino)-oxidophosphaniumyl]-N-methylmethanamine
• CAS: 190523-56-9
• 化学式: C₁₉H₃₇N₂O₄P
• 分子量: 388.488
• InChiKey: OPEXYWSJPMEJRS-XYJFISCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4a'R,6'S,8a'R)-(+)-5',5',8a'-trimethyloctahydrospiro(1,3-dioxolane-2,2'-(1'H)-naphthalen)-6'-yl N,N,N',N'-tetramethylphosphorodiamidate 在 lithium 、 三乙胺 、 叔丁醇 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (-)-[4aR,8aS]-1,1',8a-trimethyloctahydro-6,6'-(1,3-dioxolane)-naphthalene
  参考文献：
  名称：

  Enantioselective synthesis of (2S4aS,8aR)-1,1,4a-trimethyldecahydronaphthalen-2-ol [(−)-TMD], (4aS,8aR)-5,5,8a-trimethyloctahydronaphthalen-2(1H)-one, and (−)-polywood®, through michael-type reaction of chiral imines

  摘要：

  The title compounds 6, 15, and 17 have been synthesized in a straightforward way in good yields and high enantiomeric excesses by the chiral imines method, leading to building-blocks 2 and 10, followed by a few conventional steps. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00082-7
• 作为产物：
  描述：

  双(二甲胺基)氯酸磷 、 在 正丁基锂 、 四甲基乙二胺 作用下， 生成 (4a'R,6'S,8a'R)-(+)-5',5',8a'-trimethyloctahydrospiro(1,3-dioxolane-2,2'-(1'H)-naphthalen)-6'-yl N,N,N',N'-tetramethylphosphorodiamidate
  参考文献：
  名称：

  Enantioselective synthesis of (2S4aS,8aR)-1,1,4a-trimethyldecahydronaphthalen-2-ol [(−)-TMD], (4aS,8aR)-5,5,8a-trimethyloctahydronaphthalen-2(1H)-one, and (−)-polywood®, through michael-type reaction of chiral imines

  摘要：

  The title compounds 6, 15, and 17 have been synthesized in a straightforward way in good yields and high enantiomeric excesses by the chiral imines method, leading to building-blocks 2 and 10, followed by a few conventional steps. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00082-7

文献信息

• Enantioselective synthesis of (2S4aS,8aR)-1,1,4a-trimethyldecahydronaphthalen-2-ol [(−)-TMD], (4aS,8aR)-5,5,8a-trimethyloctahydronaphthalen-2(1H)-one, and (−)-polywood®, through michael-type reaction of chiral imines
  作者：Ivan Jabin、Gilbert Revial、Karine Melloul、Michel Pfau

  DOI：10.1016/s0957-4166(97)00082-7

  日期：1997.4

  The title compounds 6, 15, and 17 have been synthesized in a straightforward way in good yields and high enantiomeric excesses by the chiral imines method, leading to building-blocks 2 and 10, followed by a few conventional steps. (C) 1997 Elsevier Science Ltd.