(+)-(2R,3R)-3-amino-2-octanol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (+)-(2R,3R)-3-amino-2-octanol
• 英文别名: (2R,3R)-3-aminooctan-2-ol
• 化学式: C₈H₁₉NO
• 分子量: 145.245
• InChiKey: ZSPFVQUYVKGZEN-HTQZYQBOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴化氰 、 (+)-(2R,3R)-3-amino-2-octanol 以 乙醇 为溶剂， 生成 (4S,5S)-5-Methyl-4-pentyl-oxazolidin-2-ylideneamine
  参考文献：
  名称：

  4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor

  摘要：

  In our search for a novel class of inducible nitric oxide synthase (NOS) inhibitors, 1,3-oxazolidin-2-imine was found to weakly inhibit iNOS. Further modifications of this compound resulted in a remarkable increase in both the in vivo and in vitro inhibitory activity and selectivity for iNOS. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.010
• 作为产物：
  描述：

  1-辛烯-3-醇 在 titanium(IV) isopropylate 、 叔丁基过氧化氢 、 lithium aluminium tetrahydride 、 迭氮酸 、 isopropyl (-)-tartrate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 (+)-(2R,3R)-3-amino-2-octanol
  参考文献：
  名称：

  Inhibition of cathepsin D by tripeptides containing statine analogs

  摘要：

  Various analogs of statine, a remarkable amino acid component of the protease inhibitor pepstatine, were synthesized and evaluated as tripeptide derivatives for their activity against cathepsin D and HIV-1 protease. (C) 1999 Elsevier Science Inc.

  DOI：

  10.1016/s0006-2952(99)00103-3

文献信息

• Diastereoselective preparation of anti-β-amino alcohols via michael addition of alkoxide anions to nitroolefins and subsequent hydrogenation reaction
  作者：Akio Kamimura、Noboru Ono

  DOI：10.1016/s0040-4039(01)80295-1

  日期：——

  Diastereoselective conjugate addition of benzylalkoxide anion to nitroolefins and subsequent hydrogenation reaction provide a new convenient method for the preparation of anti-β-amino alcohols.

  将苄基烷氧基阴离子的非对映选择性共轭加成到硝基烯烃中，然后进行氢化反应，为制备抗β-氨基醇提供了一种新的便捷方法。
• Chemoenzymatic synthesis of chiral β-azidoalcohols. Application to the preparation of chiral aziridines and aminoalcohols
  作者：Pascle Besse、Henri Veschambre、Robert Chênevert、Michael Dickman

  DOI：10.1016/0957-4166(94)80084-7

  日期：1994.9

  From the microbiological reduction of 3-azido-2-octanone, 3-azido-4-phenyl-2-butanone and 1-azido-1-phenyl-2-propanone, homochiral isomers of the corresponding beta-azidoalcohols were prepared. These ''alpha-bichiral'' synthons were used to prepare all the stereoisomers of 2-methyl-3-n-pentylaziridine and 2-methyl-3-benzylaziridine and some homochiral aminoalcohols.
• 4,5-Disubstituted-1,3-oxazolidin-2-imine derivatives: a new class of orally bioavailable nitric oxide synthase inhibitor
  作者：Shigeo Ueda、Hideo Terauchi、Akihiro Yano、Motoharu Ido、Masashi Matsumoto、Motoji Kawasaki

  DOI：10.1016/j.bmcl.2003.11.010

  日期：2004.1

  In our search for a novel class of inducible nitric oxide synthase (NOS) inhibitors, 1,3-oxazolidin-2-imine was found to weakly inhibit iNOS. Further modifications of this compound resulted in a remarkable increase in both the in vivo and in vitro inhibitory activity and selectivity for iNOS. (C) 2003 Elsevier Ltd. All rights reserved.
• Inhibition of cathepsin D by tripeptides containing statine analogs
  作者：Michel Bessodes、Kostas Antonakis、Jean Herscovici、Marcel Garcia、Henri Rochefort、Françoise Capony、Yves Lelièvre、Daniel Scherman

  DOI：10.1016/s0006-2952(99)00103-3

  日期：1999.7

  Various analogs of statine, a remarkable amino acid component of the protease inhibitor pepstatine, were synthesized and evaluated as tripeptide derivatives for their activity against cathepsin D and HIV-1 protease. (C) 1999 Elsevier Science Inc.