methyl (S)-2-((S)-7-benzyl-6-isopropyl-1,1-dioxido-6,7-dihydro-1,2,7-thiadiazepin-2(3H)-yl)-4-methylpentanoate | 494838-63-0

• 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: methyl (S)-2-((S)-7-benzyl-6-isopropyl-1,1-dioxido-6,7-dihydro-1,2,7-thiadiazepin-2(3H)-yl)-4-methylpentanoate
• 英文别名: methyl (2S)-2-[(6S)-7-benzyl-1,1-dioxo-6-propan-2-yl-3,6-dihydro-1,2,7-thiadiazepin-2-yl]-4-methylpentanoate
• CAS: 494838-63-0
• 化学式: C₂₁H₃₂N₂O₄S
• 分子量: 408.562
• InChiKey: WJUIQGZWEHLKSX-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (S)-2-((S)-7-benzyl-6-isopropyl-1,1-dioxido-6,7-dihydro-1,2,7-thiadiazepin-2(3H)-yl)-4-methylpentanoate 在 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 水 、 丙酮 为溶剂， 以77%的产率得到(S)-2-((4R,5S,6S)-7-Benzyl-4,5-dihydroxy-6-isopropyl-1,1-dioxo-1λ⁶-[1,2,7]thiadiazepan-2-yl)-4-methyl-pentanoic acid methyl ester
  参考文献：
  名称：

  A Concise Route to Structurally Diverse DMP 323 Analogues via Highly Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The utility of functionalized 1,4-diamines, produced via a temporary phosphorus tether (P-tether)/ring-closing metathesis (RCM)/hydrolysis sequence, is demonstrated in the synthesis of structurally diverse DMP 323 analogues. These 1,4-diamines are transformed into various seven-membered heterocycles via insertion of the appropriate nuclei "X". Subsequent derivatization generates heterocyclic diols that are similar in structure to DMP 323, a notable member of a class of highly potent inhibitors of HIV protease.

  DOI：

  10.1021/ol027074v
• 作为产物：
  描述：

  methyl (2S)-2-[[(Z,4S)-4-amino-5-methylhex-2-enyl]amino]-4-methylpentanoate 在 potassium carbonate 、 磺酰胺 作用下， 以 吡啶 、 乙腈 为溶剂， 反应 108.0h， 生成 methyl (S)-2-((S)-7-benzyl-6-isopropyl-1,1-dioxido-6,7-dihydro-1,2,7-thiadiazepin-2(3H)-yl)-4-methylpentanoate
  参考文献：
  名称：

  A Concise Route to Structurally Diverse DMP 323 Analogues via Highly Functionalized 1,4-Diamines

  摘要：

  [GRAPHICS]The utility of functionalized 1,4-diamines, produced via a temporary phosphorus tether (P-tether)/ring-closing metathesis (RCM)/hydrolysis sequence, is demonstrated in the synthesis of structurally diverse DMP 323 analogues. These 1,4-diamines are transformed into various seven-membered heterocycles via insertion of the appropriate nuclei "X". Subsequent derivatization generates heterocyclic diols that are similar in structure to DMP 323, a notable member of a class of highly potent inhibitors of HIV protease.

  DOI：

  10.1021/ol027074v