((S)-1-{(S)-[(R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxiranyl]-hydroxy-methyl}-3-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester | 330817-24-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: ((S)-1-{(S)-[(R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxiranyl]-hydroxy-methyl}-3-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[(1S,2S)-1-[(2R)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]oxiran-2-yl]-1-hydroxy-4-methylpentan-2-yl]carbamate
• CAS: 330817-24-8
• 化学式: C₃₀H₄₃NO₅Si
• 分子量: 525.761
• InChiKey: JYKXBRLGLNYHQK-FEVNIDIWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.09
• 重原子数：
  37
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ((S)-1-{(S)-[(R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxiranyl]-hydroxy-methyl}-3-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 在 N-羟基丁二酰亚胺 、 三乙胺 、 N,N'-二环己基碳二亚胺 、 2-碘酰基苯甲酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Total synthesis of (+)-epopromycin B and its analogues—studies on the inhibition of cellulose biosynthesis

  摘要：

  The described inhibition of the cellulose biosynthesis by epopromycin B prompted us to establish a short and efficient synthesis of the natural product, suitable for accessing a broad range of unnatural analogues in a multiparallel fashion. During the course of our synthesis the absolute configuration of (+)-epopromycin B could be determined. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01944-4
• 作为产物：
  描述：

  [(1S,2R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-1-isobutyl-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 ((S)-1-{(S)-[(R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxiranyl]-hydroxy-methyl}-3-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester 、 ((S)-1-{(S)-[(S)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxiranyl]-hydroxy-methyl}-3-methyl-butyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Total synthesis of (+)-epopromycin B and its analogues—studies on the inhibition of cellulose biosynthesis

  摘要：

  The described inhibition of the cellulose biosynthesis by epopromycin B prompted us to establish a short and efficient synthesis of the natural product, suitable for accessing a broad range of unnatural analogues in a multiparallel fashion. During the course of our synthesis the absolute configuration of (+)-epopromycin B could be determined. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01944-4

文献信息

• Total synthesis of (+)-epopromycin B and its analogues—studies on the inhibition of cellulose biosynthesis
  作者：Markus R Dobler

  DOI：10.1016/s0040-4039(00)01944-4

  日期：2001.1

  The described inhibition of the cellulose biosynthesis by epopromycin B prompted us to establish a short and efficient synthesis of the natural product, suitable for accessing a broad range of unnatural analogues in a multiparallel fashion. During the course of our synthesis the absolute configuration of (+)-epopromycin B could be determined. (C) 2000 Elsevier Science Ltd. All rights reserved.