2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-1,2,3-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranose | 1092071-10-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-1,2,3-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranose
• 英文别名: 1(I),2(I-III),3(I-III),4(III)-octa-O-acetyl-6(I-III)-trideoxy-6(I-III)-trichloro-α-maltotriose
• CAS: 1092071-10-7
• 化学式: C₃₄H₄₅Cl₃O₂₁
• 分子量: 896.078
• InChiKey: DLAHEGPGQLWJFU-PLUJSCQCSA-N

反应信息

• 作为产物：
  描述：

  、 乙酸酐 在 吡啶 作用下， 反应 24.0h， 生成 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-1,2,3-tri-O-acetyl-6-chloro-6-deoxy-β-D-glucopyranose 、 2,3,4-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl-(1->4)-1,2,3-tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranose
  参考文献：
  名称：

  Efficient regioselective chemical modifications of maltotriose: an easy access to oligosaccharidic scaffold

  摘要：

  Regioselective chlorination of fully unprotected maltotriose has given in high yield 1(I),2(I-III),3(I-III),4(III)-octa-O-acetyl-6(I-III)-trichloro-6(I-III)-trideoxymaltotriose. Moreover, regioselective ditritylation of methyl beta-maltotrioside has provided the two regioselectively C-6-disubstituted trisaccharides. Selective deprotection of these new compounds gives the corresponding diol and halogenated analogues, respectively, in good yield. All compounds have been completely characterized and the substitution pattern in the oligosaccharidic sequence has been elucidated. A new family of amphiphilic carbohydrates, namely the 6-deoxy-6-alkylthiomaltotriose derivatives, bearing either two or three thioalkyl hydrophobic chains, respectively, has been synthesized. Critical micellar concentration (CMC) values as well as the antimicrobial properties have been evaluated for amphiphilic compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.04.035