methyl (4S,5R)-2,6-di-O-benzyl-4-thio-α-L-threo-hexopyranosid[4,5-b]naphtho[1,2-e]-S-oxo-1,4-oxathiin

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: methyl (4S,5R)-2,6-di-O-benzyl-4-thio-α-L-threo-hexopyranosid[4,5-b]naphtho[1,2-e]-S-oxo-1,4-oxathiin
• 英文别名: (12R,14R,15R,16R,17S)-14-methoxy-18-oxo-15-phenylmethoxy-12-(phenylmethoxymethyl)-11,13-dioxa-18lambda4-thiatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8-pentaen-16-ol；(12R,14R,15R,16R,17S)-14-methoxy-18-oxo-15-phenylmethoxy-12-(phenylmethoxymethyl)-11,13-dioxa-18λ4-thiatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8-pentaen-16-ol
• 化学式: C₃₁H₃₀O₇S
• 分子量: 546.641
• InChiKey: WLXABTRHDYGIOD-FYYJFIKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  103
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-Hydroxy-naphthothio phthalimide 在 吡啶 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 240.75h， 生成 methyl (4S,5R)-2,6-di-O-benzyl-4-thio-α-L-threo-hexopyranosid[4,5-b]naphtho[1,2-e]-S-oxo-1,4-oxathiin
  参考文献：
  名称：

  Conformational evaluation of some 4-deoxyhex-4-enopyranose derivatives and their use in the preparation of a previously undescribed class of 3-thio-l-sorbopyranosides and their 6-C-methoxy analogues

  摘要：

  A new series of thio-substituted sugars were synthesised relying on the totally regio- and stereoselective cycloaddition of 4-deoxyhex-4-enopyranose derivatives to 'in situ' generated oxothiones. Conformational studies of the above unsaturated sugars showed a marked prevalence of the all-axial conformer. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(02)00431-7

文献信息

• Conformational evaluation of some 4-deoxyhex-4-enopyranose derivatives and their use in the preparation of a previously undescribed class of 3-thio-l-sorbopyranosides and their 6-C-methoxy analogues
  作者：Giuseppe Capozzi、Giorgio Catelani、Felicia D'Andrea、Stefano Menichetti、Cristina Nativi

  DOI：10.1016/s0008-6215(02)00431-7

  日期：2003.1

  A new series of thio-substituted sugars were synthesised relying on the totally regio- and stereoselective cycloaddition of 4-deoxyhex-4-enopyranose derivatives to 'in situ' generated oxothiones. Conformational studies of the above unsaturated sugars showed a marked prevalence of the all-axial conformer. (C) 2002 Elsevier Science Ltd. All rights reserved.