(1R,4R,5S)-1-((S)-1-Hydroxy-but-3-enyl)-2-(4-methoxy-benzyl)-4-methyl-6-oxa-2-aza-bicyclo[3.2.0]heptane-3,7-dione | 223246-21-7

• 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: (1R,4R,5S)-1-((S)-1-Hydroxy-but-3-enyl)-2-(4-methoxy-benzyl)-4-methyl-6-oxa-2-aza-bicyclo[3.2.0]heptane-3,7-dione
• CAS: 223246-21-7
• 化学式: C₁₈H₂₁NO₅
• 分子量: 331.368
• InChiKey: MYRXAHWYDGTBKM-WHTWZSQMSA-N

反应信息

• 作为反应物：
  描述：

  (1R,4R,5S)-1-((S)-1-Hydroxy-but-3-enyl)-2-(4-methoxy-benzyl)-4-methyl-6-oxa-2-aza-bicyclo[3.2.0]heptane-3,7-dione 在 palladium on activated charcoal ammonium cerium(IV) nitrate 、 氢气 作用下， 以 乙醇 、 乙腈 为溶剂， 23.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 生成 (1R,4R,5S)-1-((S)-1-Hydroxy-butyl)-4-methyl-6-oxa-2-aza-bicyclo[3.2.0]heptane-3,7-dione
  参考文献：
  名称：

  The structural requirements for inhibition of proteasome function by the lactacystin-derived ?-lactone and synthetic analogs

  摘要：

  The synthesis of analogs of the lactacystin-derived beta-lactone (2) in which the substituents at C(5), C(7) and C(9) were systematically varied has led to a well defined structure-activity correlation for the highly selective inhibition of the mammalian 20 S proteasome. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01142-9
• 作为产物：
  描述：

  (2R,3S,4R)-3-Hydroxy-2-((S)-1-hydroxy-but-3-enyl)-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidine-2-carboxylic acid methyl ester 在 lithium hydroxide 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 (1R,4R,5S)-1-((S)-1-Hydroxy-but-3-enyl)-2-(4-methoxy-benzyl)-4-methyl-6-oxa-2-aza-bicyclo[3.2.0]heptane-3,7-dione
  参考文献：
  名称：

  The structural requirements for inhibition of proteasome function by the lactacystin-derived ?-lactone and synthetic analogs

  摘要：

  The synthesis of analogs of the lactacystin-derived beta-lactone (2) in which the substituents at C(5), C(7) and C(9) were systematically varied has led to a well defined structure-activity correlation for the highly selective inhibition of the mammalian 20 S proteasome. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01142-9