(4aR,7aR,8R,10S,11aR,11bR)-8-Amino-10-methoxy-2,2,6,6-tetramethyl-octahydro-1,3,5,7,11-pentaoxa-dibenzo[a,c]cycloheptene-10-carboxylic acid methyl ester | 192383-12-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aR,7aR,8R,10S,11aR,11bR)-8-Amino-10-methoxy-2,2,6,6-tetramethyl-octahydro-1,3,5,7,11-pentaoxa-dibenzo[a,c]cycloheptene-10-carboxylic acid methyl ester
• CAS: 192383-12-3
• 化学式: C₁₇H₂₉NO₈
• 分子量: 375.419
• InChiKey: SYXIGNMIHFURNX-LUGFEECPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.29
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  107.7
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (4aR,7aR,8R,10S,11aR,11bR)-8-Amino-10-methoxy-2,2,6,6-tetramethyl-octahydro-1,3,5,7,11-pentaoxa-dibenzo[a,c]cycloheptene-10-carboxylic acid methyl ester 在 吡啶 、 盐酸 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 (2S,4R,5R,6R)-4-Acetylamino-5-hydroxy-2-methoxy-6-((1S,2R)-1,2,3-trihydroxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of Sialic Acid Analogues with the Oxime Group at C-4 Or C-5 of KDN¹

  摘要：

  The readily available methyl (methyl 3-deoxy-5,8:7, 9-di-O-isopropylidene-beta-D-glycero-D-galacto-2 -nonulopyranosid)onate (7) was converted in five synthetic steps into methyl (methyl 4-acetamido-3, 4-dideoxy-beta-D-glycero-D-talo-2-nonulopyranosid)onate (11). Selective protection of the C-4, C-7, C-8 and C-9 hydroxy groups of methyl (methyl 3-deoxy-8, 9-O-isopropylidene-beta-D-glycero-D-galacto-2 -nonulpyranosid)onate (2) followed by oxidation of the C-5 hydroxy group and then its oximination gave 5-hydroxyimino derivatives(l5 and 16).

  DOI：

  10.1080/07328309708007331
• 作为产物：
  描述：

  (4aR,7aR,8S,10S,11aR,11bR)-8-Acetoxy-10-methoxy-2,2,6,6-tetramethyl-octahydro-1,3,5,7,11-pentaoxa-dibenzo[a,c]cycloheptene-10-carboxylic acid methyl ester 在 platinum(IV) oxide 四氧化钌 、 盐酸羟胺 、 氢气 、 sodium methylate 作用下， 以 吡啶 、 甲醇 、 四氯化碳 为溶剂， 反应 44.0h， 生成 (4aR,7aR,8R,10S,11aR,11bR)-8-Amino-10-methoxy-2,2,6,6-tetramethyl-octahydro-1,3,5,7,11-pentaoxa-dibenzo[a,c]cycloheptene-10-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of Sialic Acid Analogues with the Oxime Group at C-4 Or C-5 of KDN¹

  摘要：

  The readily available methyl (methyl 3-deoxy-5,8:7, 9-di-O-isopropylidene-beta-D-glycero-D-galacto-2 -nonulopyranosid)onate (7) was converted in five synthetic steps into methyl (methyl 4-acetamido-3, 4-dideoxy-beta-D-glycero-D-talo-2-nonulopyranosid)onate (11). Selective protection of the C-4, C-7, C-8 and C-9 hydroxy groups of methyl (methyl 3-deoxy-8, 9-O-isopropylidene-beta-D-glycero-D-galacto-2 -nonulpyranosid)onate (2) followed by oxidation of the C-5 hydroxy group and then its oximination gave 5-hydroxyimino derivatives(l5 and 16).

  DOI：

  10.1080/07328309708007331