(1S)-1-(t-butyldiphenylsilyloxymethyl)-2-methylpropylamine | 429669-67-0

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1S)-1-(t-butyldiphenylsilyloxymethyl)-2-methylpropylamine
• 英文别名: (2S)-1-[tert-butyl(diphenyl)silyl]oxy-3-methylbutan-2-amine
• CAS: 429669-67-0
• 化学式: C₂₁H₃₁NOSi
• 分子量: 341.569
• InChiKey: YYZBXQUDJCRXCL-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.55
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S)-1-(t-butyldiphenylsilyloxymethyl)-2-methylpropylamine 、 N-BOC-2(S)-2-AMINO-3-METHYL-BUTAL聽 以 二氯甲烷 为溶剂， 反应 3.0h， 以100%的产率得到
  参考文献：
  名称：

  Addition of allylzinc to α-amino acid-derived imines: synthesis of diamino alcohols by hydroboration

  摘要：

  Imines obtained by condensation of Z-protected or Boc-protected alpha-amino aldehydes with alpha-amino tert-butyl esters or with O-silyl-protected amino alcohols were reacted with preformed allyl zinc yielding homoallylamines with yields around 50% and selectivities ranging from 50: 50 to 90: 10. Hydroboration of the terminal double bond furnished diamino alcohols with yields up to 97%. The configuration of the substrates was determined by X-ray-crystallographic analysis of a hydroboration product and comparison of physical data.

  DOI：

  10.1007/s00706-009-0239-y
• 作为产物：
  描述：

  [(1S)-1-(t-butyldiphenylsilyloxy)-2-methylpropyl]carbamic acid benzyl ester 在 palladium 10% on activated carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以73%的产率得到(1S)-1-(t-butyldiphenylsilyloxymethyl)-2-methylpropylamine
  参考文献：
  名称：

  1-Methylcarbapenem derivatives

  摘要：

  描述了具有抗菌活性的1-甲基碳青霉烯化合物、它们的药物可接受的酯或盐，以及含有它们作为活性成分的药物组合物（特别是抗菌剂）。此外，发明包括这些化合物、酯衍生物或盐用于制造药物组合物，或通过向温血动物（特别是人类）投给药物有效量的这些化合物、酯衍生物或盐，用于预防或治疗疾病（特别是细菌感染）的方法。

  公开号：

  US20040014962A1

文献信息

• 1-Methylcarbapenem derivatives
  申请人：SANKYO COMPANY, LIMITED

  公开号：US20040014962A1

  公开（公告）日：2004-01-22

  1-Methylcarbapenem compounds having antibacterial activity, pharmacologically acceptable esters or salts thereof and pharmaceutical compositions (particularly antibacterial agents) containing them as an active ingredient are described. In addition, the invention includes the use of these compounds, ester derivatives or salts for the manufacture of pharmaceutical compositions, or a method for the prevention or treatment of diseases (particularly bacterial infections) by administering a pharmacologically effective amount of the compounds, ester derivatives or salts to warm-blooded animals (particularly human beings).

  描述了具有抗菌活性的1-甲基碳青霉烯化合物、它们的药物可接受的酯或盐，以及含有它们作为活性成分的药物组合物（特别是抗菌剂）。此外，发明包括这些化合物、酯衍生物或盐用于制造药物组合物，或通过向温血动物（特别是人类）投给药物有效量的这些化合物、酯衍生物或盐，用于预防或治疗疾病（特别是细菌感染）的方法。
• Addition of allylzinc to α-amino acid-derived imines: synthesis of diamino alcohols by hydroboration
  作者：Mickael Virlouvet、Helmut Goesmann、Claus Feldmann、Joachim Podlech

  DOI：10.1007/s00706-009-0239-y

  日期：2010.2

  Imines obtained by condensation of Z-protected or Boc-protected alpha-amino aldehydes with alpha-amino tert-butyl esters or with O-silyl-protected amino alcohols were reacted with preformed allyl zinc yielding homoallylamines with yields around 50% and selectivities ranging from 50: 50 to 90: 10. Hydroboration of the terminal double bond furnished diamino alcohols with yields up to 97%. The configuration of the substrates was determined by X-ray-crystallographic analysis of a hydroboration product and comparison of physical data.