2-naphthyl 2,3,4-triacetyl-α-L-rhamnose | 18918-47-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-naphthyl 2,3,4-triacetyl-α-L-rhamnose
• 英文别名: [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-2-methyl-6-naphthalen-2-yloxyoxan-3-yl] acetate
• CAS: 18918-47-3
• 化学式: C₂₂H₂₄O₈
• 分子量: 416.428
• InChiKey: SINGLECCGWZWLT-QLEWQSKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  97.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-naphthyl 2,3,4-triacetyl-α-L-rhamnose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-naphthyl α-L-rhamnopyranoside
  参考文献：
  名称：

  On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2

  摘要：

  Subtilisin-catalyzed esterification of several enantiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01217-4
• 作为产物：
  描述：

  L-rhamnopyranose 在 吡啶 、 3 A molecular sieve 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-naphthyl 2,3,4-triacetyl-α-L-rhamnose
  参考文献：
  名称：

  On the regioselectivity of the protease subtilisin towards the acylation of enantiomeric pairs of benzyl and naphthyl glycopyranosides. Part 2

  摘要：

  Subtilisin-catalyzed esterification of several enantiomeric benzyl and naphthyl glycopyranosides has been investigated. The D-sugar derivatives were all good substrates and subtilisin regioselectivity was similar with all the compounds tested, the 3-OH being acylated predominantly. On the other hand, most of the L-glycopyranosides were transformed during longer reaction times with a lower regioselectivity, the 2-OH being preferentially but not exclusively acylated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01217-4