(7S)-7-(tert-butyl-diphenyl-silanyloxymethyl)-4a,5,6,7-tetrahydro-2H-pyrrolo[1,2-b][1,2]thiazine 1,1-dioxide | 608128-63-8

• 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: (7S)-7-(tert-butyl-diphenyl-silanyloxymethyl)-4a,5,6,7-tetrahydro-2H-pyrrolo[1,2-b][1,2]thiazine 1,1-dioxide
• 英文别名: [(4aS,7S)-1,1-dioxo-4a,5,6,7-tetrahydro-2H-pyrrolo[1,2-b]thiazin-7-yl]methoxy-tert-butyl-diphenylsilane
• CAS: 608128-63-8
• 化学式: C₂₄H₃₁NO₃SSi
• 分子量: 441.667
• InChiKey: UDVOUFQNXKACJY-RTWAWAEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (7S)-7-(tert-butyl-diphenyl-silanyloxymethyl)-4a,5,6,7-tetrahydro-2H-pyrrolo[1,2-b][1,2]thiazine 1,1-dioxide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以97%的产率得到(7S)-7-(tert-butyl-diphenyl-silanyloxymethyl)-hexahydro-2H-pyrrolo[1,2-b][1,2]thiazine 1,1-dioxide
  参考文献：
  名称：

  Synthesis of functionally diverse bicyclic sulfonamides as constrained proline analogues and application to the design of potential thrombin inhibitors

  摘要：

  Bicyclic sulfonamides were synthesized from 4-alkenyl N-alkenylsulfonyl L-prolines using a ring-closure metathesis reaction. Three types of bicyclic sulfonamides varying in the size of the second ring (5,5; 5,6; 5,7) were synthesized. A sulfonamide counterpart of an indolizidinone 2-carboxylic acid was synthesized and evaluated for its activity against the enzyme thrombin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00919-0
• 作为产物：
  描述：

  (2S,5S)-1-(propen-2-ene-1-sulfonyl)-2-(tert-butyl-diphenylsilanyloxymethyl)-5-cis-propenyl-pyrrolidine 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以93%的产率得到(7S)-7-(tert-butyl-diphenyl-silanyloxymethyl)-4a,5,6,7-tetrahydro-2H-pyrrolo[1,2-b][1,2]thiazine 1,1-dioxide
  参考文献：
  名称：

  Synthesis of functionally diverse bicyclic sulfonamides as constrained proline analogues and application to the design of potential thrombin inhibitors

  摘要：

  Bicyclic sulfonamides were synthesized from 4-alkenyl N-alkenylsulfonyl L-prolines using a ring-closure metathesis reaction. Three types of bicyclic sulfonamides varying in the size of the second ring (5,5; 5,6; 5,7) were synthesized. A sulfonamide counterpart of an indolizidinone 2-carboxylic acid was synthesized and evaluated for its activity against the enzyme thrombin. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00919-0