allyl O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside | 125946-66-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside
• 英文别名: 2-[(2S,3R,4R,5S,6R)-2-[(2R,3S,4R,5R,6R)-5-(1,3-dioxoisoindol-2-yl)-2-[(4-methoxyphenoxy)methyl]-4-phenylmethoxy-6-prop-2-enoxyoxan-3-yl]oxy-5-hydroxy-4-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]isoindole-1,3-dione
• CAS: 125946-66-9
• 化学式: C₅₉H₅₆N₂O₁₄
• 分子量: 1017.1
• InChiKey: BBYYDYUIJZHLQB-CHGVDUTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.19
• 重原子数：
  75.0
• 可旋转键数：
  21.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  178.06
• 氢给体数：
  1.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  allyl O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside 生成 allyl O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-(1->4)-O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  YAMAZAKI, FUMITO;KITAJIMA, TOHRU;NUKADA, TOMOO;ITO, YUKISHIGE;OGAWA, TOMO+, CARBOHYDR. RES. , 201,(1990) N, C. 15-30

  摘要：

  DOI：
• 作为产物：
  描述：

  allyl 3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside 在 甲醇 、 molecular sieve 、 三氟化硼乙醚 、 sodium methylate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 23.17h， 生成 allyl O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->4)-3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of an appropriately protected core glycotetraoside, a key intermediate for the synthesis of “bisected” complex-type glycans of a glycoprotein

  摘要：

  A stereocontrolled synthetic route to a glycotetraoside, allyl O-(3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl)-(1--- -4)-O- (3,6-di-O-allyl-2-O-benzyl-beta-D-mannopyranosyl)-(1----4)-O-3, 6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl)-(1----4)-3-O- benzyl- 2-deoxy-6-O-p-methoxy-phenyl-2-phthalimido-beta-D-glucopyranoside, an important intermediate for the synthesis of "bisected" complex type glycans of glycoproteins has been established by employing two glycosyl donors, 3,4,6-tri-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl trichloroacetimidate and 4-O-acetyl-3,6-di-O-allyl-2-O-benzyl-alpha-D-mannopyranosyl bromide, and a glycosyl acceptor, allyl O-(3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranosyl)-(1----4) -3-O- benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-beta-D-glucopyranoside.

  DOI：

  10.1016/0008-6215(90)84222-g

文献信息

• Stereoselective synthesis of a core glycoheptaose of bisected biantenarry complex type glycan of glycoproteins
  作者：Fumito Yamazaki、Tomoo Nukada、Yukishige Ito、Susumu Sato、Tomoya Ogawa

  DOI：10.1016/s0040-4039(00)99376-6

  日期：1989.1

  A stereocontrolled synthesis of a core glycoheptaose of “bisected” complex type glycans of a glycoprotein was achieved by use of stereoselective glycosylation.

  通过使用立体选择性糖基化来实现糖蛋白“二等分”复杂类型聚糖的核心糖庚糖的立体控制合成。