3-甲基-2-(2R,3S)-环氧乙烷羧酸丁酯 | 153830-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 3-甲基-2-(2R,3S)-环氧乙烷羧酸丁酯
• 中文别名: (2R,3S)-(-)-2,3-环氧丁酸丁酯
• 英文名称: n-butyl (2R,3S)-epoxybutanoate
• 英文别名: butyl (2R,3S)-3-methyloxirane-2-carboxylate
• CAS: 153830-19-4
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: JMYWLBRCOSLRIH-NKWVEPMBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 安全说明：
  S37/39

反应信息

• 作为反应物：
  描述：

  3-甲基-2-(2R,3S)-环氧乙烷羧酸丁酯 、 三甲基乙炔基硅 在 正丁基锂 、 氯化二乙基铝 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到n-butyl (2R,3S)-2-hydroxy-3-methyl-5-trimethylsilyl-4-pentynoate
  参考文献：
  名称：

  First synthesis of (+)-myxothiazol A

  摘要：

  First convergent synthesis of (+)-myxothiazol A(1) was achieved based on modified (one-pot) Julia Olefination between (3,5R)-dimethoxy-(4R)-methyl 6-oxo-(2E)-hexenamide (2), corresponding to left-side of the final molecule, and E-4-2'-(1S,6-dimethylheptadiene)-(2,4'-bis-thiazole)-4-methybenzothiazole sulfone (4) corresponding to right-side. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.125

文献信息

• First synthesis of (+)-myxothiazol A
  作者：Yuki Iwaki、Masahiro Kaneko、Hiroyuki Akita

  DOI：10.1016/j.tetlet.2008.09.125

  日期：2008.12

  First convergent synthesis of (+)-myxothiazol A(1) was achieved based on modified (one-pot) Julia Olefination between (3,5R)-dimethoxy-(4R)-methyl 6-oxo-(2E)-hexenamide (2), corresponding to left-side of the final molecule, and E-4-2'-(1S,6-dimethylheptadiene)-(2,4'-bis-thiazole)-4-methybenzothiazole sulfone (4) corresponding to right-side. (C) 2008 Elsevier Ltd. All rights reserved.
• JPH05276966A
  申请人：——

  公开号：JPH05276966A

  公开（公告）日：1993-10-26
• Total synthesis of (+)-myxothiazols A and Z
  作者：Yuki Iwaki、Masahiro Kaneko、Hiroyuki Akita

  DOI：10.1016/j.tetasy.2008.12.031

  日期：2009.2

  The first synthesis of (+)-myxothiazol A 1 was achieved based on a modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenamide 3, corresponding to the left side of the final molecule, and 4-(2 ''-benzothiazolyl)sulfonylmethyl-2'-[(1'''R),6"'-dimethylhepta-(2"'E),(4"'E)-dienyl]-2,4'-bithiazole 6, corresponding to the right side. The synthesis of (+)-myxothiazol Z 2 was also achieved based on modified Julia olefination between (3,5R)-dimethoxy-(4R)-methyl-6-oxo-(2E)-hexenoate 4, corresponding to left side of the final molecule, and (S)-sulfone 6. (C) 2009 Elsevier Ltd. All rights reserved.