(R)-4-{(S)-2-[(R)-2-((4aR,6R,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-octyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester | 500767-98-6

• 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: (R)-4-{(S)-2-[(R)-2-((4aR,6R,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-octyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester
• CAS: 500767-98-6
• 化学式: C₃₇H₅₈N₄O₁₁
• 分子量: 734.888
• InChiKey: OLRFUARLDCRCNK-JQZOUYNRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  52.0
• 可旋转键数：
  21.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  202.84
• 氢给体数：
  4.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  (R)-4-{(S)-2-[(R)-2-((4aR,6R,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-octyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester 在 溶剂黄146 作用下， 以 水 为溶剂， 以0.72 g的产率得到(R)-4-{(S)-2-[(R)-2-((2R,3R,4R,5S,6R)-3-Acetylamino-5-hydroxy-6-hydroxymethyl-2-octyloxy-tetrahydro-pyran-4-yloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester
  参考文献：
  名称：

  摘要：

  Hexyl, octyl, and cyclohexyl beta-glycosides and heptyl and cyclohexyl alpha-glycosides of muramyl dipeptide (MDP) were synthesized. Tests in vitro and in vivo revealed lower immunostimulating activities of MDP alpha-glycosides in comparison with the corresponding beta-glycosides and MDP itself. In the case of alkyl beta-glycosides, differences in hydrocarbon chain lengths (C-4-C-8) and in aglycone (aliphatic chain and aliphatic or aromatic ring) exerted no substantial effect on the immunostimulating activity.

  DOI：

  10.1023/a:1023944818406
• 作为产物：
  描述：

  2-乙酰氨基-2-脱氧-b-d-吡喃葡萄糖苷辛酯 在 sodium hydride 、 对甲苯磺酸 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 (R)-4-{(S)-2-[(R)-2-((4aR,6R,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-octyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-propionylamino}-4-carbamoyl-butyric acid benzyl ester
  参考文献：
  名称：

  摘要：

  Hexyl, octyl, and cyclohexyl beta-glycosides and heptyl and cyclohexyl alpha-glycosides of muramyl dipeptide (MDP) were synthesized. Tests in vitro and in vivo revealed lower immunostimulating activities of MDP alpha-glycosides in comparison with the corresponding beta-glycosides and MDP itself. In the case of alkyl beta-glycosides, differences in hydrocarbon chain lengths (C-4-C-8) and in aglycone (aliphatic chain and aliphatic or aromatic ring) exerted no substantial effect on the immunostimulating activity.

  DOI：

  10.1023/a:1023944818406