(1R,2S)-2-acetoxy-1-indanol | 227079-00-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (1R,2S)-2-acetoxy-1-indanol
• 英文别名: [(1R,2S)-1-hydroxy-2,3-dihydro-1H-inden-2-yl] acetate
• CAS: 227079-00-7
• 化学式: C₁₁H₁₂O₃
• 分子量: 192.214
• InChiKey: HQFWBMOCEGVZBV-WDEREUQCSA-N

物化性质

• 沸点：
  306.6±42.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1R,2S)-2-acetoxy-1-indanol 在 硫酸 作用下， 以 乙腈 为溶剂， 反应 11.0h， 生成 (1R,2S)-1-氨基-2-茚醇
  参考文献：
  名称：

  Lipase-mediated kinetic resolution of cis-1,2-indandiol and the Ritter reaction of its mono-acetate

  摘要：

  Lipase-mediated kinetic resolution of cis-1,2-indandiol 5 in the presence of lipase PS was examined. Enantiomerically enriched (1S,2R)-2-acetoxy-1-indanol 6a was obtained when cis-1,2-indandiol 5 was treated with one equivalent of vinyl acetate. Treatment of 5 with two equivalents of vinyl acetate furnished a mixture of (1R,2S)-2-acetoxy-1-indanol 6a and (1R,2S)-1-acetoxy-2-indanol 6b. A route to both enantiomers of a was also developed by using the enantiomerically enriched mono-acetate thus obtained. (C) 2001 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00006-4
• 作为产物：
  描述：

  (2S)-1-Oxodihydroinden-2-yl acetate 在 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 生成 (1R,2S)-2-acetoxy-1-indanol 、 [(1S,2S)-1-hydroxy-2,3-dihydro-1H-inden-2-yl] acetate 、 (1R,2S)-1-acetoxy-2-indanol
  参考文献：
  名称：

  基于高度非对映选择性的手性池合成顺式和反式茚满-1，2-二醇

  摘要：

  从α-羟基酸手性池开始，已在几步中以极好的非对映选择性制备了1 R，2 S-和1 S 2 S -indan-1，2-二醇。图选项

  DOI：

  10.1016/s0040-4039(99)00425-6

文献信息

• JPH1135533A
  申请人：——

  公开号：JPH1135533A

  公开（公告）日：1999-02-09
• A highly diastereoselective chiral pool based synthesis ofcis- andtrans- indan-1, 2-diols
  作者：Saumitra Sengupta、Somnath Mondal

  DOI：10.1016/s0040-4039(99)00425-6

  日期：1999.4

  Starting from the α-hydroxy acid chiral-pool, the 1R, 2S- and 1S2S-indan-1, 2-diols have been prepared in a few steps with excellent diastereoselectivity.Figure options

  从α-羟基酸手性池开始，已在几步中以极好的非对映选择性制备了1 R，2 S-和1 S 2 S -indan-1，2-二醇。图选项
• Lipase-mediated kinetic resolution of cis-1,2-indandiol and the Ritter reaction of its mono-acetate
  作者：Shigeru Nakano、Yoshio Igarashi、Hiroyuki Nohira

  DOI：10.1016/s0957-4166(01)00006-4

  日期：2001.2

  Lipase-mediated kinetic resolution of cis-1,2-indandiol 5 in the presence of lipase PS was examined. Enantiomerically enriched (1S,2R)-2-acetoxy-1-indanol 6a was obtained when cis-1,2-indandiol 5 was treated with one equivalent of vinyl acetate. Treatment of 5 with two equivalents of vinyl acetate furnished a mixture of (1R,2S)-2-acetoxy-1-indanol 6a and (1R,2S)-1-acetoxy-2-indanol 6b. A route to both enantiomers of a was also developed by using the enantiomerically enriched mono-acetate thus obtained. (C) 2001 Published by Elsevier Science Ltd. All rights reserved.