[(S)-1-Hydroxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester | 144542-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: [(S)-1-Hydroxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
• 英文别名: 9H-fluoren-9-ylmethyl N-[(2S)-1-hydroxy-4-[(2S,3S,4R,5S,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]butan-2-yl]carbamate
• CAS: 144542-41-6
• 化学式: C₅₃H₅₅NO₈
• 分子量: 834.022
• InChiKey: ZOPNSBACHBWTPW-NSHVKDHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  62
• 可旋转键数：
  21
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(S)-1-Hydroxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester 以96%的产率得到(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-4-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butyric acid
  参考文献：
  名称：

  Synthesis of carbon-linked glycopeptides as stable glycopeptide models

  摘要：

  A C-glycosyl analog of beta-Gal-O-Ser has been synthesized and incorporated by automated solid-phase peptide synthesis into a hydrolytically stable, alpha-helical C-glycopeptide.

  DOI：

  10.1021/jo00049a005
• 作为产物：
  描述：

  9-芴甲基-N-琥珀酰亚胺基碳酸酯 、 (S)-2-Amino-4-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butan-1-ol 以 二氯甲烷 为溶剂， 以78%的产率得到[(S)-1-Hydroxymethyl-3-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-propyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
  参考文献：
  名称：

  Synthesis of carbon-linked glycopeptides as stable glycopeptide models

  摘要：

  A C-glycosyl analog of beta-Gal-O-Ser has been synthesized and incorporated by automated solid-phase peptide synthesis into a hydrolytically stable, alpha-helical C-glycopeptide.

  DOI：

  10.1021/jo00049a005

文献信息

• Synthesis of carbon-linked glycopeptides as stable glycopeptide models
  作者：Carolyn R. Bertozzi、Paul D. Hoeprich、Mark D. Bednarski

  DOI：10.1021/jo00049a005

  日期：1992.11

  A C-glycosyl analog of beta-Gal-O-Ser has been synthesized and incorporated by automated solid-phase peptide synthesis into a hydrolytically stable, alpha-helical C-glycopeptide.