3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-gulo-heptitol | 652993-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-gulo-heptitol
• CAS: 652993-98-1
• 化学式: C₃₀H₃₅NO₆
• 分子量: 505.611
• InChiKey: WDVPRFDSCICHBR-PGVCKJCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  37.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  86.25
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-gulo-heptitol 在 四溴化碳 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以21%的产率得到3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-1-bromo-1,3-dideoxy-D-glycero-D-gulo-heptitol
  参考文献：
  名称：

  Synthesis of C‐Glycosyl Phosphate and Phosphonate, Analogues of N‐Acetyl‐α‐d‐Glucosamine 1‐Phosphate

  摘要：

  Synthesis of alpha-C-ethylene phosphate and phosphonate as well as alpha-C-methylene phosphate analogues of N-acetyl-alpha-D-glucosamine I-phosphate is reported starting from the common perbenzylated 2-acetamido-2-deoxy-alpha-C-allyl glucoside. Anomerisation of the corresponding amino alpha-C-glucosyl aldehyde to the beta-aldehyde was observed. Thus, both amino alpha- and beta-C-glucosyl methanol were obtained after reduction.

  DOI：

  10.1081/car-120026465
• 作为产物：
  描述：

  (E)-1-(2'-N-acetylamino-3',4',6'-tri-O-benzyl-2'-deoxy-α-D-glucopyranosyl)-2-propene 在 sodium tetrahydroborate 、 sodium periodate 、 四氧化锇 、 silica gel 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 叔丁醇 为溶剂， 反应 40.0h， 生成 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-gulo-heptitol
  参考文献：
  名称：

  Synthesis of C‐Glycosyl Phosphate and Phosphonate, Analogues of N‐Acetyl‐α‐d‐Glucosamine 1‐Phosphate

  摘要：

  Synthesis of alpha-C-ethylene phosphate and phosphonate as well as alpha-C-methylene phosphate analogues of N-acetyl-alpha-D-glucosamine I-phosphate is reported starting from the common perbenzylated 2-acetamido-2-deoxy-alpha-C-allyl glucoside. Anomerisation of the corresponding amino alpha-C-glucosyl aldehyde to the beta-aldehyde was observed. Thus, both amino alpha- and beta-C-glucosyl methanol were obtained after reduction.

  DOI：

  10.1081/car-120026465