Acetic acid (5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-6-((2S,3S)-3-hydroxymethyl-3-methyl-oxiranyl)-2,3,3-trimethoxy-heptyl ester | 81679-55-2

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Acetic acid (5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-6-((2S,3S)-3-hydroxymethyl-3-methyl-oxiranyl)-2,3,3-trimethoxy-heptyl ester
• CAS: 81679-55-2
• 化学式: C₂₂H₄₄O₈Si
• 分子量: 464.672
• InChiKey: CSYURAHTACDPAO-WMNAHDDFSA-N

反应信息

• 作为产物：
  描述：

  Acetic acid (E)-(5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-9-hydroxy-2,3,3-trimethoxy-6,8-dimethyl-non-7-enyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以70.1%的产率得到Acetic acid (5R,6R)-5-(tert-butyl-dimethyl-silanyloxy)-6-((2S,3S)-3-hydroxymethyl-3-methyl-oxiranyl)-2,3,3-trimethoxy-heptyl ester
  参考文献：
  名称：

  Synthesis of maytansinoid. A general approach via heteroconjugate addition strategy and the total synthesis of (.+-.)-maysine and (.+-.)-N-methylmaysenine

  摘要：

  DOI：

  10.1021/jo00193a015

文献信息

• Selectivity in epoxidation: acyclic diastereo- and enantio-selection with peroxide mediated by titanium(iv) and with peracid
  作者：Minoru Isobe、Masato Kitamura、Shigeru Mio、Toshio Goto

  DOI：10.1016/s0040-4039(00)86790-8

  日期：1982.1

  New diastereoselective epoxidation on the olefin 1 with TBHP mediated by Ti(IV) is described to give the epoxide 2 which has reverse orientation of the one, 3 with MCPBA. Ti-mediation was ineffective on the olefin 4, on which MCPBA worked in high selectivity. Example of kinetic resolution is also described on 1b under Katsuki-Sharpless condition.

  描述了用Ti（IV）介导的TBHP在烯烃1上进行新的非对映选择性环氧化反应，得到的环氧化物2与MCPBA的环氧化物的取向相反。Ti介导对MCPBA以高选择性起作用的烯烃4无效。动力学拆分的例子也描述在1b的Katsuki-Sharpless条件下。