S-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N,N,N',N'-tetramethyl-N''-phenylphosphorodiamidimidothioate | 166733-02-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: S-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N,N,N',N'-tetramethyl-N''-phenylphosphorodiamidimidothioate
• 英文别名: N-[dimethylamino-phenylimino-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]sulfanyl-lambda5-phosphanyl]-N-methylmethanamine；N-[dimethylamino-phenylimino-[(2S,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]sulfanyl-λ5-phosphanyl]-N-methylmethanamine
• CAS: 166733-02-4
• 化学式: C₄₄H₅₂N₃O₅PS
• 分子量: 765.954
• InChiKey: KUBBNPTUPPPWEJ-IYFSMEFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  54
• 可旋转键数：
  18
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  90.3
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  S-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-N,N,N',N'-tetramethyl-N''-phenylphosphorodiamidimidothioate 、 甲基2,3,4-三-O-苄基-α-D-吡喃葡萄糖苷 生成 methyl O-2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->6)-2,3,4-tri-O-benzyll-α-D-glucopyranoside
  参考文献：
  名称：

  SHUN-ICHI, HASHIMOTO;TAKESHI, HONDA;SHIRO, IKEGAMI, TETRAHEDRON LETT., 31,(1990) N3, C. 4769-4772

  摘要：

  DOI：

文献信息

• Oligosaccharide synthesis based on glycosyl donors and acceptors carrying phosphorus-containing leaving groups
  作者：Shun-ichi Hashimoto、Hiroki Sakamoto、Takeshi Honda、Shiro Ikegami

  DOI：10.1016/s0040-4039(97)01122-2

  日期：1997.7

  Efficient synthetic strategy for oligosaccharides has been developed by exploiting the difference in anomeric reactivity between glycosyl donors and acceptors carrying phosphorus-containing leaving groups, wherein the tetramethylphosphoroamidate group plays a pivotal role as anomeric protective group as well as leaving group.

  通过利用糖基供体和带有含磷离去基团的受体之间的异头反应性的差异，开发了一种有效的寡糖合成策略，其中四甲基磷酸氨基甲酸酯基团作为异头保护基团和离去基团起着关键作用。
• An extremely mild and general method for the stereocontrolled construction of 1,2-cis-glycosidic linkages via S-glycopyranosyl phosphorodiamidimidothioates
  作者：Hashimoto Shun-ichi、Honda Takeshi、Ikegami Shiro

  DOI：10.1016/s0040-4039(00)97729-3

  日期：——
• IKEHGAMI, SIRO;XASIMOTO, SYUNITI;XONDA, TAKEHSI;TAKAXASI, KATSUTOSI
  作者：IKEHGAMI, SIRO、XASIMOTO, SYUNITI、XONDA, TAKEHSI、TAKAXASI, KATSUTOSI

  DOI：——

  日期：——