methyl 2,3-di-O-acetyl-4,6-O-isopropylidene-α-D-mannopyranosyl-(1->3)-4,6-O-isopropylidene-α-D-mannopyranoside | 539824-95-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3-di-O-acetyl-4,6-O-isopropylidene-α-D-mannopyranosyl-(1->3)-4,6-O-isopropylidene-α-D-mannopyranoside
• 英文别名: [(4aR,6R,7S,8S,8aR)-6-[[(4aR,6S,7S,8R,8aR)-7-hydroxy-6-methoxy-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl]oxy]-7-acetyloxy-2,2-dimethyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-8-yl] acetate
• CAS: 539824-95-8
• 化学式: C₂₃H₃₆O₁₃
• 分子量: 520.531
• InChiKey: DYNLQFDHTXXBPV-SAZHQNHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  147
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  methyl 2,3-di-O-acetyl-4,6-O-isopropylidene-α-D-mannopyranosyl-(1->3)-4,6-O-isopropylidene-α-D-mannopyranoside 在 吡啶 、 三氟甲磺酸三甲基硅酯 、 氨 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 18.0h， 生成 methyl 2-O-acetyl-3,4,6-tri-O-benzoyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-α-D-mannopyranosyl-(1->3)-2-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  Efficient synthesis of a 3,6-branched mannose hepta- and octasaccharide

  摘要：

  alpha-D-Manp-(1-->3)-[alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->6)]-alpha-D-Manp-(1-->3)-[alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->6)]-D-Manp and alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->3)-[alpha-D-Manp-(1-->2)-alpha-D-Manp-(1-->6)]-alpha-D-Manp-(1-->3)-[alpha-D-Manp-(1-->2)-alpha-D-Mano-(1--> 6)]-D-Manp, were synthesized as their methyl glycosides in a regio- and stereoselective way. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(03)00351-3
• 作为产物：
  描述：

  Acetic acid (4aR,7S,8S,8aR)-7-acetoxy-6-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester 在 三氟甲磺酸三甲基硅酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 methyl 2,3-di-O-acetyl-4,6-O-isopropylidene-α-D-mannopyranosyl-(1->3)-4,6-O-isopropylidene-α-D-mannopyranoside
  参考文献：
  名称：

  Facile syntheses of the hexasaccharide repeating unit of the exopolysaccharide from Cryptococcus neoformans serovar A

  摘要：

  Two hexasaccharides, beta-D-Xyip-(1 --> 2)-alpha-D-Manp-(1 --> 3)-[beta-D-Xylp-(1 --> 42)-]alpha-D-Manp-(1--> 3)-[beta-D-GlcpA-(1 --> 2)-]alpha-D-Manp and beta-D-GlcpA-(1 --> 2)-[beta-D-Manp-(1 --> 3)-[beta-D-XylP-(1 --> 2)-]alpha-D-Manp-(1 --> 3)-]alpha-D-Manp, the repeating unit of the exopolysaccharide from Cryptococcus neoformans serovar A, were synthesized as their methyl glycosides in a regio- and stereoselective manner. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00391-2

文献信息

• An efficient synthesis of a hexasaccharide—the repeating unit of the exopolysaccharide from Cryptococcus neoformans serovar A
  作者：Jianjun Zhang、Fanzuo Kong

  DOI：10.1016/s0040-4039(03)00119-9

  日期：2003.2

  A general method for the synthesis of 2-xylose or glucuronic acid branched (1 --> 3)-linked mannose oligosaccharides has been developed. As a typical example, the synthesis of the methyl glycoside Of beta-D-GlcpA-(1 --> 2)-alpha-D-Manp-(1 --> 3)-[beta-D-Xylp-(1 --> 2)-]alpha-D-Manp-(1 --> 3)-[beta-D-Xylp-(1 --> 2)-]alpha-D-Manp, the repeating unit of the exopolysaccharide from Cryptococcus neoformans serovar A, was achieved in a regio- and stereoselective manner. (C) 2003 Elsevier Science Ltd. All rights reserved.