Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester | 220903-23-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester
• CAS: 220903-23-1
• 化学式: C₅₇H₆₀O₁₃
• 分子量: 953.096
• InChiKey: UOLJCBPESGBPCJ-IWLSWPSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.81
• 重原子数：
  70.0
• 可旋转键数：
  23.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  135.67
• 氢给体数：
  0.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以95%的产率得到Benzoic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Facile syntheses of a hexasaccharide and a nonasaccharide related to the cell wall D-mannan of yeast Candida albicans

  摘要：

  A highly efficient strategy for the preparation of D-manno-hexa- and nonasaccharides related to the cell wall D-mannan of yeast Candida albicans having alpha-(1-->6)- and alpha-(1-->2)-linkages has been developed using 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-alpha-D-mannopyranosyl trichloroacetimidate (7) as the key glycosyl donor in the "Inverse Schmidt" procedure. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02625-2
• 作为产物：
  描述：

  2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 在 硫酸 、 三氟化硼乙醚 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 16.0h， 生成 Benzoic acid (2S,3S,4S,5R,6R)-6-acetoxymethyl-4,5-bis-benzyloxy-2-((2R,3R,4S,5S,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Facile syntheses of a hexasaccharide and a nonasaccharide related to the cell wall D-mannan of yeast Candida albicans

  摘要：

  A highly efficient strategy for the preparation of D-manno-hexa- and nonasaccharides related to the cell wall D-mannan of yeast Candida albicans having alpha-(1-->6)- and alpha-(1-->2)-linkages has been developed using 6-O-acetyl-2-O-benzoyl-3,4-di-O-benzyl-alpha-D-mannopyranosyl trichloroacetimidate (7) as the key glycosyl donor in the "Inverse Schmidt" procedure. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02625-2