3-benzyloxycarbonylamino-1-propyl O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1-4)-3-O-acetyl-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside | 347391-83-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-benzyloxycarbonylamino-1-propyl O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1-4)-3-O-acetyl-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside
• CAS: 347391-83-7
• 化学式: C₆₃H₈₀N₂O₁₆Si₂
• 分子量: 1177.5
• InChiKey: SJMJBMMMXXKBCG-OSXFPLGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.97
• 重原子数：
  83.0
• 可旋转键数：
  23.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  221.94
• 氢给体数：
  3.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  3-methoxy-2-pyridyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside 、 3-benzyloxycarbonylamino-1-propyl O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1-4)-3-O-acetyl-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside 在 ytterbium(III) triflate 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以81.9 mg的产率得到3-benzyloxycarbonylamino-1-propyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-O-(1-3)-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-O-(1-4)-3-O-acetyl-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Practical syntheses of B disaccharide and linear B type 2 trisaccharide—non-primate epitope markers recognized by human anti-α-Gal antibodies causing hyperacute rejection of xenotransplants

  摘要：

  Synthetic protocols are presented for the elaboration of Gal alpha1 --> 3GalOR and Gal alpha1 --> 3Gal beta1 --> 4GlcNAcOR di- and trisaccharides that use a common Gal donor/acceptor unit, and are potentially adaptable to scale-up. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00196-x
• 作为产物：
  描述：

  (3-{(2R,3R,4R,5S,6R)-3-Amino-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-[(2S,3R,4S,5R,6R)-6-(tert-butyl-diphenyl-silanyloxymethyl)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy]-4-hydroxy-tetrahydro-pyran-2-yloxy}-propyl)-carbamic acid benzyl ester 在 pyridinium triflate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 3.25h， 生成 3-benzyloxycarbonylamino-1-propyl O-(2,4-di-O-acetyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1-4)-3-O-acetyl-2-acetamido-6-O-tert-butyldiphenylsilyl-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Practical syntheses of B disaccharide and linear B type 2 trisaccharide—non-primate epitope markers recognized by human anti-α-Gal antibodies causing hyperacute rejection of xenotransplants

  摘要：

  Synthetic protocols are presented for the elaboration of Gal alpha1 --> 3GalOR and Gal alpha1 --> 3Gal beta1 --> 4GlcNAcOR di- and trisaccharides that use a common Gal donor/acceptor unit, and are potentially adaptable to scale-up. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)00196-x