tert-butyl N-[[(2S)-oxolan-2-yl]methyl]carbamate

• 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: tert-butyl N-[[(2S)-oxolan-2-yl]methyl]carbamate
• 化学式: C₁₀H₁₉NO₃
• 分子量: 201.266
• InChiKey: TUTGTZBYOSJTAL-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[[(2S)-oxolan-2-yl]methyl]carbamate 在 sodium bromate 、 三(乙酰丙酮酸)钌(III) 作用下， 以 水 、 乙酸乙酯 为溶剂， 以48 %的产率得到tert-butyl (S)-((5-oxotetrahydrofuran-2-yl)methyl)carbamate
  参考文献：
  名称：

  [EN] COMPOUNDS AND PROCESSES FOR THE PREPARATION OF ERIBULIN
  [FR] COMPOSÉS ET PROCÉDÉS POUR LA PRÉPARATION D'ÉRIBULINE

  摘要：

  The present invention relates to compounds and a process for the preparation of eribulin. More specifically, the process to prepare the C14- C35 sulfone fragment of eribulin (i.e. compounds of formula I) by reacting a C14-C26 ketone fragment of eribulin (i.e. compounds of formula II) with a C27-C35 sulfonium salt fragment (i.e. compounds of formula III) under Corey-Chaykovsky reaction conditions is explored. The processes to prepare the intermediate C14-C26 ketone (i.e. compounds of formula II), the intermediate C27-C35 sulfonium salt (i.e. compounds of formula III) and the intermediate C27-C35 aldehyde (i.e. compounds of formula IV) arc also disclosed.

  公开号：

  WO2023144733A1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 S-tetrahydrofurfurylammonium hydrogen L-tartrate 在 potassium carbonate 、 吡啶 作用下， 以 四氢呋喃 、 2,2,2-三氟乙醇 为溶剂， 以97 %的产率得到tert-butyl N-[[(2S)-oxolan-2-yl]methyl]carbamate
  参考文献：
  名称：

  [EN] COMPOUNDS AND PROCESSES FOR THE PREPARATION OF ERIBULIN
  [FR] COMPOSÉS ET PROCÉDÉS POUR LA PRÉPARATION D'ÉRIBULINE

  摘要：

  The present invention relates to compounds and a process for the preparation of eribulin. More specifically, the process to prepare the C14- C35 sulfone fragment of eribulin (i.e. compounds of formula I) by reacting a C14-C26 ketone fragment of eribulin (i.e. compounds of formula II) with a C27-C35 sulfonium salt fragment (i.e. compounds of formula III) under Corey-Chaykovsky reaction conditions is explored. The processes to prepare the intermediate C14-C26 ketone (i.e. compounds of formula II), the intermediate C27-C35 sulfonium salt (i.e. compounds of formula III) and the intermediate C27-C35 aldehyde (i.e. compounds of formula IV) arc also disclosed.

  公开号：

  WO2023144733A1

文献信息

• [EN] COMPOUNDS AND PROCESSES FOR THE PREPARATION OF ERIBULIN<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR LA PRÉPARATION D'ÉRIBULINE
  申请人：[en]SIMON FRASER UNIVERSITY

  公开号：WO2023144733A1

  公开（公告）日：2023-08-03

  The present invention relates to compounds and a process for the preparation of eribulin. More specifically, the process to prepare the C14- C35 sulfone fragment of eribulin (i.e. compounds of formula I) by reacting a C14-C26 ketone fragment of eribulin (i.e. compounds of formula II) with a C27-C35 sulfonium salt fragment (i.e. compounds of formula III) under Corey-Chaykovsky reaction conditions is explored. The processes to prepare the intermediate C14-C26 ketone (i.e. compounds of formula II), the intermediate C27-C35 sulfonium salt (i.e. compounds of formula III) and the intermediate C27-C35 aldehyde (i.e. compounds of formula IV) arc also disclosed.