O-methyl-4-<(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)benzyl>thiocarbamate (Z) | 147821-48-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-methyl-4-<(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)benzyl>thiocarbamate (Z)
• 英文别名: [(2S,3S,4R,5R,6S)-4,5-diacetyloxy-6-[4-[(methoxycarbothioylamino)methyl]phenoxy]-2-methyloxan-3-yl] acetate
• CAS: 147821-48-5
• 化学式: C₂₁H₂₇NO₉S
• 分子量: 469.513
• InChiKey: IIJDSGYHWDZVCW-FXCHBBSNSA-N

物化性质

• 沸点：
  538.5±60.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  151
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  O-methyl-4-<(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)benzyl>thiocarbamate (Z) 在 甲醇 、 sodium methylate 作用下， 反应 0.75h， 以93%的产率得到O-methyl 4-[(α-L-rhamnosyloxy)benzyl]thiocarbamate
  参考文献：
  名称：

  Synthesis of active principles from the leaves of Moringa oleifera using S-pent-4-enyl thioglycosides

  摘要：

  alpha-L-Rhamnosides of 4-hydroxy-benzyl compounds with nitrile, carbamate, and thiocarbamate groups occurring in Moringa oleifera leaf extracts and the alpha-L-rhamnoside of anisaldehyde derivatives were synthesised. Electrophilic activation of S-pent-4-enyl thiorhamnosides was applied for the construction of glycosidic linkages. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00223-7
• 作为产物：
  描述：

  4-(烯丙氧基)苯甲腈 在 钯 palladium diacetate 、 N-碘代丁二酰亚胺 、 lithium aluminium tetrahydride 、 甲酸 、 三氟甲磺酸 、 氢气 、 sodium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 41.0h， 生成 O-methyl-4-<(2',3',4'-tri-O-acetyl-α-L-rhamnopyranosyloxy)benzyl>thiocarbamate (Z)
  参考文献：
  名称：

  Synthesis of active principles from the leaves of Moringa oleifera using S-pent-4-enyl thioglycosides

  摘要：

  alpha-L-Rhamnosides of 4-hydroxy-benzyl compounds with nitrile, carbamate, and thiocarbamate groups occurring in Moringa oleifera leaf extracts and the alpha-L-rhamnoside of anisaldehyde derivatives were synthesised. Electrophilic activation of S-pent-4-enyl thiorhamnosides was applied for the construction of glycosidic linkages. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00223-7

文献信息

• Faizi, Shaheen; Siddiqui, Bina Shaheen; Saleem, Rubeena, Journal of the Chemical Society. Perkin transactions I, 1992, # 23, p. 3237 - 3242
  作者：Faizi, Shaheen、Siddiqui, Bina Shaheen、Saleem, Rubeena、Siddiqui, Salimuzzaman、Aftab, Khalid、Gilani, Anwar-ul-Hassan

  DOI：——

  日期：——
• Faizi, Shaheen; Siddiqui, Bina Shaheen; Saleem, Rubeena, Journal of the Chemical Society. Perkin transactions I, <hi>1994</hi>, # 20, p. 3035 - 3040
  作者：Faizi, Shaheen、Siddiqui, Bina Shaheen、Saleem, Rubeena、Siddiqui, Salimuzzaman、Aftab, Khalid、Gilani, Anwar-ul-Hassan

  DOI：——

  日期：——
• Synthesis of active principles from the leaves of Moringa oleifera using S-pent-4-enyl thioglycosides
  作者：Michael Leuck、Horst Kunz

  DOI：10.1016/s0008-6215(98)00223-7

  日期：1998.11

  alpha-L-Rhamnosides of 4-hydroxy-benzyl compounds with nitrile, carbamate, and thiocarbamate groups occurring in Moringa oleifera leaf extracts and the alpha-L-rhamnoside of anisaldehyde derivatives were synthesised. Electrophilic activation of S-pent-4-enyl thiorhamnosides was applied for the construction of glycosidic linkages. (C) 1998 Elsevier Science Ltd. All rights reserved.