[(2S,3R,4S,5R,6R)-2-[[(3aS,4R,6R,7R,7aS)-6-methyl-4-phenylsulfanyl-2-sulfanylidene-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]-6-methyl-5-phenylmethoxy-3-phenylsulfanyloxan-4-yl] acetate | 439914-96-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,3R,4S,5R,6R)-2-[[(3aS,4R,6R,7R,7aS)-6-methyl-4-phenylsulfanyl-2-sulfanylidene-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]-6-methyl-5-phenylmethoxy-3-phenylsulfanyloxan-4-yl] acetate
• CAS: 439914-96-2
• 化学式: C₃₄H₃₆O₈S₃
• 分子量: 668.853
• InChiKey: SCXWUWVRUFZHKM-RVZUOXEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  164
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  [(2S,3R,4S,5R,6R)-2-[[(3aS,4R,6R,7R,7aS)-6-methyl-4-phenylsulfanyl-2-sulfanylidene-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]-6-methyl-5-phenylmethoxy-3-phenylsulfanyloxan-4-yl] acetate 在 2,6-二叔丁基-4-甲基吡啶 、 叔丁基二甲硅基三氟甲磺酸酯 、 sodium methylate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.33h， 生成 [(2S,3R,4S,5R,6R)-5-[(2S,3R,4S,5R,6R)-4-[(2S,5S,6S)-5-hydroxy-6-methyloxan-2-yl]oxy-6-methyl-5-phenylmethoxy-3-phenylsulfanyloxan-2-yl]oxy-2-(4-methoxyphenoxy)-6-methyl-3-phenylsulfanyloxan-4-yl] methylsulfanylformate
  参考文献：
  名称：

  Efficient Synthesis of the Hexasaccharide Fragment of Landomycin A:  Using Phenyl 2,3-O-Thionocarbonyl-1-thioglycosides as 2-Deoxy-β-glycoside Precursors

  摘要：

  [GRAPHICS]The beta-p-methoxyphenol hexadeoxysaccharide fragment of landomycin A was synthesized in a total of 33 steps and 0.5% overall yield starting from D-mannose and D-Xylose, featuring the use of phenyl 2,3-O-thionocarbonyl-1-thioglycosides as 2-deoxy-beta-glycoside precursors.

  DOI：

  10.1021/ol0259286
• 作为产物：
  描述：

  (2R,3S,4S,5R,6S)-3-Benzyloxy-2-methyl-5-phenylsulfanyl-6-((3aS,4R,6R,7R,7aS)-2,2,6-trimethyl-4-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-tetrahydro-pyran-4-ol 在 吡啶 、 4-二甲氨基吡啶 、 溶剂黄146 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 [(2S,3R,4S,5R,6R)-2-[[(3aS,4R,6R,7R,7aS)-6-methyl-4-phenylsulfanyl-2-sulfanylidene-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-yl]oxy]-6-methyl-5-phenylmethoxy-3-phenylsulfanyloxan-4-yl] acetate
  参考文献：
  名称：

  Efficient Synthesis of the Hexasaccharide Fragment of Landomycin A:  Using Phenyl 2,3-O-Thionocarbonyl-1-thioglycosides as 2-Deoxy-β-glycoside Precursors

  摘要：

  [GRAPHICS]The beta-p-methoxyphenol hexadeoxysaccharide fragment of landomycin A was synthesized in a total of 33 steps and 0.5% overall yield starting from D-mannose and D-Xylose, featuring the use of phenyl 2,3-O-thionocarbonyl-1-thioglycosides as 2-deoxy-beta-glycoside precursors.

  DOI：

  10.1021/ol0259286