2S-hydroxy-3R-nonylamine | 79854-85-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2S-hydroxy-3R-nonylamine
• 英文别名: rac erythro-3-Aminononan-2-ol；(2S,3R)-3-aminononan-2-ol
• CAS: 79854-85-6
• 化学式: C₉H₂₁NO
• 分子量: 159.272
• InChiKey: SKURPTBUALFOED-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  6
• 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：

  2S-hydroxy-3R-nonylamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (+/-)-N-tert-butoxycarbonyl-O-methanesulfonyl-3-aminononan-2-ol
  参考文献：
  名称：

  4,5-Dialkylsubstituted 2-imino-1,3-thiazolidine derivatives as potent inducible nitric oxide synthase inhibitors

  摘要：

  In the course of our search for selective iNOS inhibitors, we have previously reported that 2-imino-1,3-oxazolidine derivatives (1) and 2-aminothiazole derivatives (2) are selective iNOS inhibitors. In order to find more potent iNOS inhibitors, we focused our efforts on the synthesis and evaluation of the inhibitory activity against iNOS and selectivity for iNOS both in vitro and in vivo of a series of 2-imino-1,3-thiazolidine derivatives (3), which are analogues of I and 2. Our results show that among the compounds synthesized (4R,5R)-5-ethyl-2-imino-4-methyl-1,3-thiazolidine [(4R,5R)-14a: ES-1537] exhibited potent inhibitory activity and selectivity for iNOS. In addition, ES-1537 had good pharmacokinetic profile in rats with BA value of 80%. It is therefore expected that ES-1537 may be therapeutically useful for the treatment of diseases related to excess production of NO. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.05.031
• 作为产物：
  描述：

  1-壬烯-3-醇 在 palladium on activated charcoal 、 对甲苯磺酸 titanium(IV) isopropylate 、 lithium aluminium tetrahydride 、 L-(+)-酒石酸二异丙酯 、 三(2-氯乙基)胺 、 水 、 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 乙醚 、 二氯甲烷 、 苯 为溶剂， 反应 21.0h， 生成 2S-hydroxy-3R-nonylamine
  参考文献：
  名称：

  Enantiospecific synthesis of the immunopotentiators erythro-9 (2-hydroxy-3-nonyl) hypoxanthines and the threo-diastereomers.

  摘要：

  DOI：

  10.1016/s0040-4039(01)81715-9

文献信息

• Practical enantiospecific syntheses of (+) erythro-9- (2s-hydroxy-3r-nonyl) adenine.
  作者：Elie Abushanab、Michel Bessodes、Kostas Antonakis

  DOI：10.1016/s0040-4039(01)91182-7

  日期：1984.1

  Three enantiospecific syntheses of 1S (2S-benzyloxethyl) oxirane (9) from L-ascorbic acid, L(+) tartaric acid, and Z-butene 1,4-diol are reported. The conversion of 9 to 2S-hydroxy-3R-nonylamine (19) is also described.

  报道了从L-抗坏血酸，L（+）酒石酸和Z-丁烯1,4-二醇合成1S（2S-苄氧基乙基）环氧乙烷（9）的三种对映体特异性化合物。还描述了从9到2S-羟基-3R-壬胺的转化（19）。
• Catalytic Enantioselective Amination of Enol Silyl Ethers Using a Chiral Paddle-Wheel Diruthenium Complex
  作者：Kotoko Makino、Yuhei Kumagai、Tatsuhiko Yoshino、Masahiro Kojima、Shigeki Matsunaga

  DOI：10.1021/acs.orglett.3c00940

  日期：2023.5.12

  applied to a catalytic asymmetric nitrene-transfer reaction with enol silyl ethers. The ruthenium catalyst was applicable to aliphatic enol silyl ethers as well as aryl-containing enol silyl ethers. The substrate scope of the ruthenium catalyst was superior to that of analogous chiral paddle-wheel rhodium catalysts. α-Amino ketones derived from aliphatic substrates were obtained in up to 97% ee with the

  将手性桨轮双核钌催化剂应用于与烯醇甲硅烷基醚的催化不对称氮烯转移反应。钌催化剂适用于脂肪族烯醇硅醚以及含芳基的烯醇硅醚。钌催化剂的底物范围优于类似的手性桨轮铑催化剂。使用钌催化剂可获得高达 97% ee 的源自脂肪族底物的 α-氨基酮，而类似的铑催化剂仅产生适度的对映选择性。
• Enzyme inhibitors. 26. Bridging hydrophobic and hydrophilic regions on adenosine deaminase with some 9-(2-hydroxy-3-alkyl)adenines
  作者：Howard J. Schaeffer、Charles F. Schwender

  DOI：10.1021/jm00247a002

  日期：1974.1
• SIMON, L.;N.;MUELLER, H. -R.;ZUTTER, H.
  作者：SIMON, L.、N.、MUELLER, H. -R.、ZUTTER, H.

  DOI：——

  日期：——
• BESSODES, M.;ABUSHANAB, E.;ANTONAKIS, K., TETRAHEDRON LETT., 1984, 25, N 51, 5899-5902
  作者：BESSODES, M.、ABUSHANAB, E.、ANTONAKIS, K.

  DOI：——

  日期：——