[(1S,2R,3S)-4-hydroxy-6-oxo-2,3-bis(phenylmethoxy)cyclohexyl] acetate | 110372-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,2R,3S)-4-hydroxy-6-oxo-2,3-bis(phenylmethoxy)cyclohexyl] acetate
• CAS: 110372-54-8；110453-94-6；136458-73-6；136458-75-8；136458-77-0；136458-78-1
• 化学式: C₂₂H₂₄O₆
• 分子量: 384.429
• InChiKey: JTFRAFUYGPUPIZ-DGWNDXHESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  82.06
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(1S,2R,3S)-4-hydroxy-6-oxo-2,3-bis(phenylmethoxy)cyclohexyl] acetate 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 2L-(2,4/3)-2-O-acetyl-3,4-di-O-benzyl-2,3,4-trihydroxy-5-cyclohexen-1-one
  参考文献：
  名称：

  Total synthesis of antibiotic hygromycin A

  摘要：

  The first total synthesis of the antibiotic (-)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3). Both components were synthesized in homochiral forms starting from D-glucose. This synthesis fully confirmed the unique structure of 1, which is much different from other usual aminocyclitol antibiotics.

  DOI：

  10.1021/jo00009a009
• 作为产物：
  描述：

  methyl 4-O-acetyl-2,3-di-O-benzyl-6-deoxy-α-D-xylo-hex-5-enopyranoside 在 mercury(II) trifluoroacetate 作用下， 以 水 、 丙酮 为溶剂， 反应 18.0h， 生成 [(1S,2R,3S)-4-hydroxy-6-oxo-2,3-bis(phenylmethoxy)cyclohexyl] acetate
  参考文献：
  名称：

  Total synthesis of antibiotic hygromycin A

  摘要：

  The first total synthesis of the antibiotic (-)-hygromycin A (1) has been achieved by a coupling reaction of the sugar moiety (2) and the cyclitol moiety (3). Both components were synthesized in homochiral forms starting from D-glucose. This synthesis fully confirmed the unique structure of 1, which is much different from other usual aminocyclitol antibiotics.

  DOI：

  10.1021/jo00009a009

文献信息

• CHIDA, NORITAKA;OHTSUKA, MASAMI;NAKAZAWA, KEIICHI;OGAWA, SEIICHIRO, J. ORG. CHEM., 56,(1991) N, C. 2976-2983
  作者：CHIDA, NORITAKA、OHTSUKA, MASAMI、NAKAZAWA, KEIICHI、OGAWA, SEIICHIRO

  DOI：——

  日期：——