(S)-2-methoxy-4-methylpentan-1-ol | 116422-41-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2-methoxy-4-methylpentan-1-ol
• 英文别名: 4-methyl-2-methoxypentanol；(2S)-2-methoxy-4-methylpentan-1-ol
• CAS: 116422-41-4
• 化学式: C₇H₁₆O₂
• 分子量: 132.203
• InChiKey: NDFFPLBEHACTGF-ZETCQYMHSA-N

物化性质

• 沸点：
  167.3±8.0 °C(Predicted)
• 密度：
  0.889±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-2-methoxy-4-methylpentan-1-ol 在 sodium hypochlorite 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 molecular sieve 、 四丁基碘化铵 、 sodium hydride 、 碳酸氢钠 、 臭氧 、 potassium bromide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.25h， 生成 (2R,3R,4S)-3-benzyloxy-4-methoxy-2,6-dimethylheptanal
  参考文献：
  名称：

  Stereoselective allyl transfer to chiral α-methoxycarbaldehydes: A model study related to the C-9/C-15 fragment of geldanamycin

  摘要：

  The enantiomerically pure alpha-methoxycarbaldehyde 3 was prepared from L-leucine in five steps and 31% overall yield. The aldehyde was subjected to a diastereoselective BF3-mediated crotylation with silane 4 and to various reagent-controlled addition reactions. The configuration of aldol addition products 19 and 20 was proven by single crystal X-ray crystallography. Based on these data spectral comparison allowed an unambiguous assignment of the desired anti,syn-crotylation product 2b and of the syn,syn-crotylation product 2a. Unexpectedly, product 2a of the BF3-mediated crotylation is formally the product of chelation-control. The anti, syn-crotylation product 2b, which is a model for the C-9/C-15 fragment of geldanamycin, was obtained by a reagent-controlled crotylation with the chiral (Z)-crotylborane 23. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.056
• 作为产物：
  描述：

  (S)-2-羟基-4-甲基戊酸甲酯 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 (S)-2-methoxy-4-methylpentan-1-ol
  参考文献：
  名称：

  Stereoselective allyl transfer to chiral α-methoxycarbaldehydes: A model study related to the C-9/C-15 fragment of geldanamycin

  摘要：

  The enantiomerically pure alpha-methoxycarbaldehyde 3 was prepared from L-leucine in five steps and 31% overall yield. The aldehyde was subjected to a diastereoselective BF3-mediated crotylation with silane 4 and to various reagent-controlled addition reactions. The configuration of aldol addition products 19 and 20 was proven by single crystal X-ray crystallography. Based on these data spectral comparison allowed an unambiguous assignment of the desired anti,syn-crotylation product 2b and of the syn,syn-crotylation product 2a. Unexpectedly, product 2a of the BF3-mediated crotylation is formally the product of chelation-control. The anti, syn-crotylation product 2b, which is a model for the C-9/C-15 fragment of geldanamycin, was obtained by a reagent-controlled crotylation with the chiral (Z)-crotylborane 23. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.056

文献信息

• Alkylamino, arylamino, and sulfonamido cyclopentyl amide modulators of chemokine receptor activity
  申请人：Goble D. Stephen

  公开号：US20070117797A1

  公开（公告）日：2007-05-24

  Compounds of the formula (I) which are modulators of chemokine receptor activity useful in the prevention or treatment of certain inflammatory and immunoregulatory disorders and diseases, allergic diseases, atopic conditions including allergic rhinitis, dermatitis, conjunctivitis, and asthma, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis, and pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which chemokine receptors are involved.

  公式(I)的化合物是化学趋化因子受体活性调节剂，对预防或治疗某些炎症和免疫调节性疾病和疾病、过敏性疾病、包括过敏性鼻炎、皮炎、结膜炎和哮喘等特应性疾病，以及风湿性关节炎和动脉粥样硬化等自身免疫病理学，以及包含这些化合物的药物组合物，以及这些化合物和组合物在涉及化学趋化因子受体的疾病的预防或治疗中的用途。
• Chin, E.; Goodby, J. W.; Patel, J. S., Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 157, p. 163 - 192
  作者：Chin, E.、Goodby, J. W.、Patel, J. S.

  DOI：——

  日期：——