Acetic acid (3aR,4R,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester | 181025-98-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (3aR,4R,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester
• CAS: 181025-98-9
• 化学式: C₂₄H₂₈O₆S
• 分子量: 444.549
• InChiKey: QQBZDLYBOYNHPO-XNBWIAOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  63.22
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (3aR,4R,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester 在 氯 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 Acetic acid (3aR,4R,6S,7R,7aS)-7-benzyloxy-6-chloro-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester
  参考文献：
  名称：

  Chemical approaches to bacterial vaccines. synthesis of mycobacterial oligosaccharide-protein conjugates for use as serodiagnostics and immunogens

  摘要：

  Di- to penta-saccharide fragments (2-5) of Polysaccharide II (PS-II) of Mycobacterium tuberculosis were synthesized in spacer-linked form in a stepwise fashion using a new glycosyl donor featuring a trans-fused isopropylidene diol-protecting group. Covalent attachment of the oligosaccharides to proteins provides semi-synthetic antigens and immunogens which are being used to probe the role of PS-II as a possible mycobacterial antigen.

  DOI：

  10.1016/0960-894x(96)00235-1
• 作为产物：
  描述：

  phenyl 2-O-benzyl-1-thio-α-D-glucopyranoside 在 2,4,6-三甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 Acetic acid (3aR,4R,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-6-phenylsulfanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethyl ester
  参考文献：
  名称：

  Chemical approaches to bacterial vaccines. synthesis of mycobacterial oligosaccharide-protein conjugates for use as serodiagnostics and immunogens

  摘要：

  Di- to penta-saccharide fragments (2-5) of Polysaccharide II (PS-II) of Mycobacterium tuberculosis were synthesized in spacer-linked form in a stepwise fashion using a new glycosyl donor featuring a trans-fused isopropylidene diol-protecting group. Covalent attachment of the oligosaccharides to proteins provides semi-synthetic antigens and immunogens which are being used to probe the role of PS-II as a possible mycobacterial antigen.

  DOI：

  10.1016/0960-894x(96)00235-1

文献信息

• A Model Study for Constructing the DEF-Benzoxocin Ring System of Menogaril and Nogalamycin via a Reductive Heck Cyclization
  作者：Ruogu Peng、Michael S. VanNieuwenhze

  DOI：10.1021/ol300072h

  日期：2012.4.20

  A novel reductive Heck cyclization approach was developed in order to construct a model DEF-benzoxocin ring system that is present in nogalamycin, menogaril, and related anthracycline antitumor antibiotics.