4-[(R)-1-hydroxymethyl-2-(trityloxy)ethyl]-2-{(S)-[(trimethylsilyl)ethynyl]}-2H-quinoline-1-carboxylic acid phenyl ester | 526203-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 4-[(R)-1-hydroxymethyl-2-(trityloxy)ethyl]-2-{(S)-[(trimethylsilyl)ethynyl]}-2H-quinoline-1-carboxylic acid phenyl ester
• CAS: 526203-60-1
• 化学式: C₄₃H₄₁NO₄Si
• 分子量: 663.888
• InChiKey: YVWFUBYXDWZXHI-PZSMLTKBSA-N

反应信息

• 作为反应物：
  描述：

  4-[(R)-1-hydroxymethyl-2-(trityloxy)ethyl]-2-{(S)-[(trimethylsilyl)ethynyl]}-2H-quinoline-1-carboxylic acid phenyl ester 在 4-二甲氨基吡啶 、 偶氮二异丁腈 、 三正丁基氢锡 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 4-[(S)-1-methyl-2-(trityloxy)ethyl]-2-{(S)-[(trimethylsilyl)ethynyl]}-2H-quinoline-1-carboxylic acid phenyl ester
  参考文献：
  名称：

  O-Protecting groups as long-range stereocontrolling elements in the addition of acetylides to 4-substituted quinolines

  摘要：

  Addition of magnesium acetylides in the presence of chloroformate esters to racemic differently O-protected 2-(4-quinolyl)propanols and to enantiopure 2-(4-quinolyl)-1,3-dialkoxypropanes, prepared by a chemoenzymatic route, gives almost exclusive regioselective attack at C-2, with stereoselectivities from moderate to good, depending mainly on the bulkiness of the O-protecting group present. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00711-5
• 作为产物：
  描述：

  4-[(S)-1-(triethylsilyloxy)methyl-2-(trityloxy)ethyl]-2-[(trimethylsilyl)ethynyl]-2H-quinoline-1-carboxylic acid phenyl ester 在 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 1.5h， 生成 4-[(R)-1-hydroxymethyl-2-(trityloxy)ethyl]-2-{(R)-[(trimethylsilyl)ethynyl]}-2H-quinoline-1-carboxylic acid phenyl ester 、 4-[(R)-1-hydroxymethyl-2-(trityloxy)ethyl]-2-{(S)-[(trimethylsilyl)ethynyl]}-2H-quinoline-1-carboxylic acid phenyl ester
  参考文献：
  名称：

  O-Protecting groups as long-range stereocontrolling elements in the addition of acetylides to 4-substituted quinolines

  摘要：

  Addition of magnesium acetylides in the presence of chloroformate esters to racemic differently O-protected 2-(4-quinolyl)propanols and to enantiopure 2-(4-quinolyl)-1,3-dialkoxypropanes, prepared by a chemoenzymatic route, gives almost exclusive regioselective attack at C-2, with stereoselectivities from moderate to good, depending mainly on the bulkiness of the O-protecting group present. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00711-5