(1R)-1-[(2S)-oxolan-2-yl]propan-1-ol | 110243-79-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (1R)-1-[(2S)-oxolan-2-yl]propan-1-ol
• CAS: 110243-79-3
• 化学式: C₇H₁₄O₂
• 分子量: 130.187
• InChiKey: YURZFYINXLRBDR-RQJHMYQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• 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：

  (1R)-1-[(2S)-oxolan-2-yl]propan-1-ol 在 三甲基氯硅烷 、 sodium iodide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 6.0h， 生成 (4R,5S)-(-)-4-Ethyl-2,2-dimethyl-5-<3-(2-methyl-1,3-dithian-2-yl)propyl>-1,3-dioxolane
  参考文献：
  名称：

  Dihyro- and tetrahydrofuran building blocks from 1,4:3,6-dianhydromannitol. 1. Synthesis of (1S,5R,7R)-endo-(-)- and (1S,5R,7S)-(-)-exo-brevicomin and (R)-(+)-dodecanolide

  摘要：

  The eliminative ring fission of iodides derived from 1,4:3,6-dianhydromannitol3 has been exploited for preparing three enantiomerically pure species, 1-3, which feature a di-or tetrahydrofuran moiety and one or two stereogenic centers. These species are extremely versatile building blocks for the construction of natural products. Their potential was demonstrated by the synthesis of the title insect pheromones.

  DOI：

  10.1021/jo00069a015
• 作为产物：
  描述：

  (1R,5R,8R)-2,6-Dioxa-4-iodo-8-O-pivaloylbicyclo<3.3.0>octane 在 palladium on activated charcoal 吡啶 、 甲基锂 、 氢气 、 sodium methylate 作用下， 以 乙醚 、 氯仿 为溶剂， -70.0~25.0 ℃ 、151.99 kPa 条件下， 反应 17.0h， 生成 (1R)-1-[(2S)-oxolan-2-yl]propan-1-ol
  参考文献：
  名称：

  Dihyro- and tetrahydrofuran building blocks from 1,4:3,6-dianhydromannitol. 1. Synthesis of (1S,5R,7R)-endo-(-)- and (1S,5R,7S)-(-)-exo-brevicomin and (R)-(+)-dodecanolide

  摘要：

  The eliminative ring fission of iodides derived from 1,4:3,6-dianhydromannitol3 has been exploited for preparing three enantiomerically pure species, 1-3, which feature a di-or tetrahydrofuran moiety and one or two stereogenic centers. These species are extremely versatile building blocks for the construction of natural products. Their potential was demonstrated by the synthesis of the title insect pheromones.

  DOI：

  10.1021/jo00069a015

文献信息

• ORGANIC COMPOUNDS
  申请人：Baettig Urs

  公开号：US20100029670A1

  公开（公告）日：2010-02-04

  The present invention relates to compounds of formula (I) wherein X, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein, which are useful for treating diseases which respond to CXCR2 receptor mediators. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  本发明涉及以下式（I）的化合物 其中X，R1，R2，R3，R4和R5如本文所定义，这些化合物对于治疗对CXCR2受体介质有响应的疾病是有用的。还描述了含有这些化合物的药物组合物以及制备这些化合物的方法。
• Chelation-controlled reduction of α- and β-oxygenated ketones with lithium tri-n-butylborohydride
  作者：Anne-Marie Faucher、Christian Brochu、Serge R. Landry、Isabelle Duchesne、Susanne Hantos、Amélie Roy、Andrew Myles、Claude Legault

  DOI：10.1016/s0040-4039(98)01883-8

  日期：1998.11

  Lithium tri-n-butyl borohydride showed high selectivity in the reduction of α- and β-oxygenated ketones, giving a preponderance of the chelation controlled products.

  锂三Ñ丁基硼氢化表现出较高的选择性，α-和β-含氧将酮还原，得到螯合控制产品占优势的。
• Squaramide derivatives as CXCR2 antagonist
  申请人：Baettig Urs

  公开号：US20110251206A1

  公开（公告）日：2011-10-13

  The present invention relates to compounds of formula (I) wherein X, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein, which are useful for treating diseases which respond to CXCR2 receptor mediators. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  本发明涉及式（I）的化合物，其中X、R1、R2、R3、R4和R5如本文所定义，对于响应于CXCR2受体介质的疾病具有治疗作用。还描述了包含该化合物的制药组合物和制备该化合物的过程。
• SQUARAMIDE DERIVATIVES AS CXCR2 ANTAGONIST
  申请人：Baettig Urs

  公开号：US20110251205A1

  公开（公告）日：2011-10-13

  The present invention relates to compounds of formula (I) wherein X, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein, which are useful for treating diseases which respond to CXCR2 receptor mediators. Pharmaceutical compositions that contain the compounds and processes for preparing the compounds are also described.

  本发明涉及式(I)化合物，其中X、R1、R2、R3、R4和R5如本文所定义，该化合物可用于治疗对CXCR2受体介质有响应的疾病。还描述了含有该化合物的药物组合物以及制备该化合物的方法。
• Chain-carbonyl transposition, an alternative strategy for the synthesis of the 6,8-dioxabicyclo[3.2.1]octanes: a synthesis of the (.+-.)-brevicomins and their oxidative cleavage to tetrahydrofurans
  作者：R. Marshall Wilson、Jaidev S. Goudar、John E. Sidenstick

  DOI：10.1021/ja00256a077

  日期：1987.10