(S)-2-((S)-Bromo-phenyl-methyl)-2-methyl-oxirane | 141811-78-1

• 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: (S)-2-((S)-Bromo-phenyl-methyl)-2-methyl-oxirane
• CAS: 141811-78-1
• 化学式: C₁₀H₁₁BrO
• 分子量: 227.101
• InChiKey: LRHGFQQEXLPQJJ-UWVGGRQHSA-N

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-Bromo-phenyl-methyl)-2-methyl-oxirane 在 氢氧化钾 、 三乙胺 作用下， 生成 (3S,4R)-3-Methyl-4-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]thiazepin-3-ol
  参考文献：
  名称：

  Karikomi, Michinori; Yamori, Shouzou; Toda, Takashi, Heterocycles, 1993, vol. 35, # 2, p. 619 - 622

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-dibromo-2-methyl-3-phenyl-propan-1-ol 在 sodium hydroxide 、 苄基三甲基氯化铵 作用下， 以 苯 为溶剂， 以86%的产率得到(S)-2-((S)-Bromo-phenyl-methyl)-2-methyl-oxirane
  参考文献：
  名称：

  Yoshida, Masaaki; Hide, Tetsuro; Ohshima, Masabumi, Heterocycles, 1992, vol. 33, # 2, p. 507 - 510

  摘要：

  DOI：

文献信息

• A Novel Synthesis of 3-Thietanols by Reactions of 2-(1-Haloalkyl)oxiranes with Monothiocarbamic Acid Salts
  作者：Michinori Karikomi、Shin-ichi Narabu、Masaaki Yoshida、Takashi Toda

  DOI：10.1246/cl.1992.1655

  日期：1992.9

  Several 3-thietanol derivatives were synthesized in good yields by stereospecific reactions of 2-(1-haloalkyl)oxiranes with monothiocarbamic acid salts.

  通过 2-（1-卤代烷基）环氧乙烷与单硫代氨基甲酸盐的立体特异性反应，以良好的产率合成了多种 3-硫杂环丁烷醇衍生物。
• Synthesis of 2-Aminomethyloxiranes
  作者：Michinori Karikomi、Tohru Yamazaki、Takashi Toda

  DOI：10.1246/cl.1993.1787

  日期：1993.10

  Several 2-aminomethyloxiranes (2) have been synthesized in good yields by the reaction of 2-(1-bromoalkyl)oxiranes (1) with primary or secondary amines. cis-2-Aminomethyloxiranes (2) were obtained from syn-(2-bromomethyl)oxiranes (1) with amines and KOH, and trans-2-aminomethyloxiranes (2) were obtained from anti-(2-bromomethyl)oxiranes (1) with amines, respectively, with stereospecific manner.

  通过 2-(1-溴烷基)环氧乙烷(1)与伯胺或仲胺的反应，合成出了几种 2-氨基甲基环氧乙烷(2)，产量很高。顺式-2-氨甲基环氧乙烷(2)是由合成(2-溴甲基)环氧乙烷(1)与胺和 KOH 反应得到的，反式-2-氨甲基环氧乙烷(2)是由反(2-溴甲基)环氧乙烷(1)与胺以立体特异的方式分别得到的。
• Stereospecific isomerization of 3-substituted-3-bromo-1,2-epoxypropanes using magnesium bromide
  作者：Michinori Karikomi、Takeshi Takayama、Kazuo Haga

  DOI：10.1016/s0040-4039(02)00830-4

  日期：2002.6

  A novel stereospecific isomerization reaction of 3-substituted-3-bromo-1,2-epoxypropane derivatives into 1-substituted-3-bromo-1,2-epoxypropane derivatives is described. The choice of the solvent crucially influences the isomerization. The tendency of this isomerization could be predicted by comparison of the free energies calculation using ab initio and DFT methods. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Synthesis of 1-Alkyl-3-hydroxy-2-phenylazetidines
  作者：Takashi Toda、Michinori Karikomi、Masabumi Ohshima、Masaaki Yoshida

  DOI：10.3987/com-91-s74

  日期：——

  Several (R*, S*)-1-alkyl-3-hydroxy-2-phenylazetidines (1) were synthesized by the reaction of (R*, R*)-2-(1-bromobenzyl)oxirane (2a) with aliphatic primary amines in good yields. By the reaction of (R*, S*)-2-(1-bromobenzyl)oxirane (2b), only (R*, R*)-2-aminomethyl-3-phenyloxirane (3) was obtained. Also, the reaction of (R*, R*)-2-(1-bromobenzyl)-2-methyloxirane (2c) gave a mixture of (R*, S*)-3-hydroxy-3-methyl-2-phenylazetidine (4) as the major product and (R*, S*)-2-aminomethyl-2-methyl-3-phenyloxirane (5) as the minor product.