(2R,6S,7S,10R)-7-isopropyl-10-methyl-2-<(4-methylbenzenesulfonyl)oxy>-1,5-dioxaspiro<5,5>undecane | 138490-41-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,6S,7S,10R)-7-isopropyl-10-methyl-2-<(4-methylbenzenesulfonyl)oxy>-1,5-dioxaspiro<5,5>undecane
• 英文别名: 2-[(4R,6R,8R,11S)-8-methyl-11-propan-2-yl-1,5-dioxaspiro[5.5]undecan-4-yl]ethyl 4-methylbenzenesulfonate
• CAS: 138490-41-2
• 化学式: C₂₂H₃₄O₅S
• 分子量: 410.575
• InChiKey: LLOJBTUDQFLTTA-KRXUUXHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,6S,7S,10R)-7-isopropyl-10-methyl-2-<(4-methylbenzenesulfonyl)oxy>-1,5-dioxaspiro<5,5>undecane 在 potassium carbonate 、 caesium carbonate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 (S)-2-(2-nitro-6,7-dihydro-5H-imidazol[2,1-b][1,3]oxazin-7-yl)ethanol
  参考文献：
  名称：

  이미다조 옥사진 유도체, 이의 약학적으로 허용 가능한 염 또는 이의 광학이성질체 및 이를 유효성분으로 함유하는 약제학적 조성물

  摘要：

  这项发明涉及一种已被置换的2-硝基-6,7-二氢咪唑[2,1-b][1,3]氧杂吲哚的衍生物，其药学上可接受的盐或其光学异构体，以及包含它们作为有效成分的药学组合物，具有对结核菌，特别是对非活动结核菌的抑制作用优越，可用作包含它们作为有效成分的结核病治疗药学组合物，具有很好的应用前景。

  公开号：

  KR20160052048A
• 作为产物：
  描述：

  (-)-薄荷酮 在 4-二甲氨基吡啶 、 sodium hydroxide 、 对甲苯磺酸 、 原甲酸三甲酯 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (2R,6S,7S,10R)-7-isopropyl-10-methyl-2-<(4-methylbenzenesulfonyl)oxy>-1,5-dioxaspiro<5,5>undecane
  参考文献：
  名称：

  Total Synthesis of Dolatrienoic Acid:  A Subunit of Dolastatin 14

  摘要：

  The (7R,15R)- and (7S,15R)-diastereomers of dolatrienoic acid were synthesized using a convergent strategy. Fragment C5-C9 was obtained through enantiodifferentiation of racemic pentane-1,3,5-triol as the key step, fixing the chirality at C7 of fragments 4 and ent-4. The chirality at C15 of the fragment C10-C16 was introduced from L-glutamic acid. Coupling of these two fragments led to the aldehydes (7R,15R)- and (7S,15R)-2 which were homologated by Horner-Wadsworth-Emmons condensation to give (7R,15R)- and (7S,15R)-dolatrienoic acids.

  DOI：

  10.1021/jo962217a

文献信息

• Stereoselective acetalization of 1,3-alkanediols by l-menthone: application to the resolution of racemic 1,3-alkanediols and to the determination of the absolute configuration of enantiomeric 1,3-alkanediols
  作者：Toshiro Harada、Hideaki Kurokawa、Yasuhiro Kagamihara、Sachi Tanaka、Atsushi Inoue、Akira Oku

  DOI：10.1021/jo00031a019

  日期：1992.2

  A general and reliable method for the resolution of racemic 1,3-alkanediols, which involves their conversion into diastereomeric spiroacetals derived from l-menthone, is described. Thus, the reaction of the bis-O-trimethylsilyl derivatives of racemic 1,3-alkanediols with l-menthone in the presence of a catalytic amount of trimethylsilyl trifluoromethanesulfonate affords the diastereomeric spiroacetals 3 and 4. The two can be readily separated by silica gel column chromatography. Hydrolysis of each diastereomer under acidic conditions liberates the corresponding enantiomerically pure diol. An empirically derived correlation of configuration and H-1 NMR chemical shifts for spiroacetals 3 and 4 has been developed which is rationalized based on long-range effects due to the magnetic anisotropy inherent to the menthane ring in a rigid spiroacetal conformation. The method described here should be widely applicable to the determination of the absolute configuration of various 1,3-alkanediols.
• 이미다조 옥사진 유도체, 이의 약학적으로 허용 가능한 염 또는 이의 광학이성질체 및 이를 유효성분으로 함유하는 약제학적 조성물
  申请人：KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY 한국화학연구원(319980077651)

  公开号：KR20160052048A

  公开（公告）日：2016-05-12

  본 발명은 이미다조 옥사진 유도체, 이의 약학적으로 허용 가능한 염 또는 이의 광학이성질체 및 이를 유효성분으로 함유하는 약제학적 조성물에 관한 것으로, 7번 위치가 치환된 2-니트로-6,7-디하이드로이미다졸[2,1-b][1,3]옥사진의 유도체 이의 약학적으로 허용 가능한 염 또는 이의 광학이성질체는 결핵균, 특히 비활동성 결핵균에 대한 억제 효과가 우수하여 이를 유효성분으로 함유하는 결핵질환 치료용 약제학적 조성물로서 유용하게 사용될 수 있다.

  这项发明涉及一种已被置换的2-硝基-6,7-二氢咪唑[2,1-b][1,3]氧杂吲哚的衍生物，其药学上可接受的盐或其光学异构体，以及包含它们作为有效成分的药学组合物，具有对结核菌，特别是对非活动结核菌的抑制作用优越，可用作包含它们作为有效成分的结核病治疗药学组合物，具有很好的应用前景。
• Total Synthesis of Dolatrienoic Acid:  A Subunit of Dolastatin 14
  作者：Sylvie Mouné,、Gilles Niel、Magali Busquet、Ian Eggleston、Patrick Jouin

  DOI：10.1021/jo962217a

  日期：1997.5.1

  The (7R,15R)- and (7S,15R)-diastereomers of dolatrienoic acid were synthesized using a convergent strategy. Fragment C5-C9 was obtained through enantiodifferentiation of racemic pentane-1,3,5-triol as the key step, fixing the chirality at C7 of fragments 4 and ent-4. The chirality at C15 of the fragment C10-C16 was introduced from L-glutamic acid. Coupling of these two fragments led to the aldehydes (7R,15R)- and (7S,15R)-2 which were homologated by Horner-Wadsworth-Emmons condensation to give (7R,15R)- and (7S,15R)-dolatrienoic acids.