tert-butyl N-[(2S)-1-[(1R,2R,6S,8R)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]-3-(2-trimethylsilylethoxymethoxy)propan-2-yl]carbamate | 651036-90-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tert-butyl N-[(2S)-1-[(1R,2R,6S,8R)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]-3-(2-trimethylsilylethoxymethoxy)propan-2-yl]carbamate
• CAS: 651036-90-7
• 化学式: C₂₄H₄₆BNO₆Si
• 分子量: 483.529
• InChiKey: WIXIBKVQJDSFNY-BORCDFBASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-[(1R,2R,6S,8R)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]-3-(2-trimethylsilylethoxymethoxy)propan-2-yl]carbamate 在 盐酸 、 戴斯-马丁氧化剂 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成
  参考文献：
  名称：

  Highly Functionalized Organolithium Reagents for Enantiomerically Pure α-Amino Acid Synthesis

  摘要：

  Highly functionalized L-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic alpha-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.

  DOI：

  10.1021/ol0360039
• 作为产物：
  描述：

  Boc-L-丝氨酸甲酯 在 盐酸 、 锂硼氢 、 正丁基锂 、 molecular sieve 、 六氯乙烷 、 N,N-二异丙基乙胺 、 三苯基膦 、 sodium chloride 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 22.83h， 生成 tert-butyl N-[(2S)-1-[(1R,2R,6S,8R)-2,9,9-trimethyl-3,5-dioxa-4-boratricyclo[6.1.1.02,6]decan-4-yl]-3-(2-trimethylsilylethoxymethoxy)propan-2-yl]carbamate
  参考文献：
  名称：

  Highly Functionalized Organolithium Reagents for Enantiomerically Pure α-Amino Acid Synthesis

  摘要：

  Highly functionalized L-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic alpha-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.

  DOI：

  10.1021/ol0360039

文献信息

• Highly Functionalized Organolithium Reagents for Enantiomerically Pure α-Amino Acid Synthesis
  作者：Martin N. Kenworthy、John Paul Kilburn、Richard J. K. Taylor

  DOI：10.1021/ol0360039

  日期：2004.1.1

  Highly functionalized L-serine-derived organolithium reagents have been generated and reacted with a variety of electrophiles, delivering novel enantiomerically pure adducts. These adducts were then converted into homochiral amino alcohols and novel nonproteinogenic alpha-amino acids, including an aspartic acid mimic that has been synthesized in an enantiomerically pure form for the first time.