(2S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(4-hydroxy-phenyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester | 445475-41-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (2S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(4-hydroxy-phenyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester
• CAS: 445475-41-2
• 化学式: C₃₃H₄₁NO₅Si
• 分子量: 559.778
• InChiKey: UCJLPPGDJPOLFS-FTJBHMTQSA-N

反应信息

• 作为反应物：
  描述：

  (2S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(4-hydroxy-phenyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester 在 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 (2S,4R)-4-Biphenyl-4-yl-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Stereocontrolled synthesis of a prototype library of enantiopure 2,4-disubstituted 4-aryl-6-piperidinones and piperidines

  摘要：

  Addition of a set of aryl cuprates to N-Boc O-TBDPS 2-hydroxymethyl 3.4-unsaturated 6-piperidinones affords syn-adducts in preference to anti when mixed Grignard-cuprates are used. Aryllithio cuprates give more of the anti-isomer in some cases. A library of 2-hydroxymethyl carbamates (27 compounds) and 2-hydroxymethyl aryl ethers and thioethers (19 compounds) was generated from a selection of 4-aryl-6-piperidinones, and some were further reduced to the corresponding piperidines (9 compounds). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00184-3
• 作为产物：
  描述：

  (2S,4R)-4-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester 在 四丁基氟化铵 作用下， 以79%的产率得到(2S,4R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(4-hydroxy-phenyl)-6-oxo-piperidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Stereocontrolled synthesis of a prototype library of enantiopure 2,4-disubstituted 4-aryl-6-piperidinones and piperidines

  摘要：

  Addition of a set of aryl cuprates to N-Boc O-TBDPS 2-hydroxymethyl 3.4-unsaturated 6-piperidinones affords syn-adducts in preference to anti when mixed Grignard-cuprates are used. Aryllithio cuprates give more of the anti-isomer in some cases. A library of 2-hydroxymethyl carbamates (27 compounds) and 2-hydroxymethyl aryl ethers and thioethers (19 compounds) was generated from a selection of 4-aryl-6-piperidinones, and some were further reduced to the corresponding piperidines (9 compounds). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00184-3