tert-butyl N-[(3R,4S)-3-hydroxy-6-methyl-1-triethylsilylhept-1-yn-4-yl]carbamate | 254752-33-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl N-[(3R,4S)-3-hydroxy-6-methyl-1-triethylsilylhept-1-yn-4-yl]carbamate
• CAS: 254752-33-5
• 化学式: C₁₉H₃₇NO₃Si
• 分子量: 355.593
• InChiKey: YDAHXHUZBAQKES-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(3R,4S)-3-hydroxy-6-methyl-1-triethylsilylhept-1-yn-4-yl]carbamate 在 bis(cyclohexanyl)borane 、 双氧水 、 溶剂黄146 作用下， 以 四氢呋喃 、 碳酸氢钠 为溶剂， 反应 2.0h， 生成 (3R,4S)-4-[[(1,1-二甲基乙氧基)羰基]氨基]-3-羟基-6-甲基-庚酸
  参考文献：
  名称：

  A Versatile Approach to N-Boc-statine and N-Boc-norstatine Based on the Reduction of 1-Trialkylsilyl Acetylenic Ketones. Strong Remote Effect of the C(1) Substituent on the Stereoselectivity

  摘要：

  [GRAPHICS]An efficient, unified approach to chiral, protected beta-hydroxy gamma-amino and alpha-hydroxy beta-amino acids derived from Boc-L-leucine has been accomplished on the basis of the oxazaborolidine-controlled, stereoselective reduction of 1-trialkylsilyl acetylenic ketones; stereoselectivity in the reduction step has shown strong dependence upon C(1) substitution.

  DOI：

  10.1021/ol991098t
• 作为产物：
  描述：

  N-(叔丁氧基羰基)-L-亮氨酸-N′-甲氧基-N′-甲酰胺 在 (S)-oxazaborolidine dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 生成 tert-butyl N-[(3R,4S)-3-hydroxy-6-methyl-1-triethylsilylhept-1-yn-4-yl]carbamate
  参考文献：
  名称：

  A Versatile Approach to N-Boc-statine and N-Boc-norstatine Based on the Reduction of 1-Trialkylsilyl Acetylenic Ketones. Strong Remote Effect of the C(1) Substituent on the Stereoselectivity

  摘要：

  [GRAPHICS]An efficient, unified approach to chiral, protected beta-hydroxy gamma-amino and alpha-hydroxy beta-amino acids derived from Boc-L-leucine has been accomplished on the basis of the oxazaborolidine-controlled, stereoselective reduction of 1-trialkylsilyl acetylenic ketones; stereoselectivity in the reduction step has shown strong dependence upon C(1) substitution.

  DOI：

  10.1021/ol991098t

文献信息

• A Versatile Approach to <i>N</i>-Boc-statine and <i>N</i>-Boc-norstatine Based on the Reduction of 1-Trialkylsilyl Acetylenic Ketones. Strong Remote Effect of the C(1) Substituent on the Stereoselectivity
  作者：Carme Alemany、Jordi Bach、Jaume Farràs、Jordi Garcia

  DOI：10.1021/ol991098t

  日期：1999.12.1

  [GRAPHICS]An efficient, unified approach to chiral, protected beta-hydroxy gamma-amino and alpha-hydroxy beta-amino acids derived from Boc-L-leucine has been accomplished on the basis of the oxazaborolidine-controlled, stereoselective reduction of 1-trialkylsilyl acetylenic ketones; stereoselectivity in the reduction step has shown strong dependence upon C(1) substitution.