[(1S,2R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-1-isobutyl-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester | 330817-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: [(1S,2R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-1-isobutyl-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[(3R,4S)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-hydroxy-6-methylhept-1-en-4-yl]carbamate
• CAS: 330817-20-4
• 化学式: C₃₀H₄₃NO₄Si
• 分子量: 509.761
• InChiKey: NBZTYEGZGIWZMY-WUFINQPMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.88
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [(1S,2R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-1-isobutyl-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 在 三乙胺 、 间氯过氧苯甲酸 、 2-碘酰基苯甲酸 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 (2S,4S)-4-amino-2-tert-butyldimethylsiloxymethyl-3-oxo-6-methyl-1,2-oxiranylheptane
  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：

  氯甲酸-9-芴基甲酯 、 (3R,4S)-4-Amino-2-(tert-butyl-dimethyl-silanyloxymethyl)-6-methyl-hept-1-en-3-ol 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到[(1S,2R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-2-hydroxy-1-isobutyl-but-3-enyl]-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.