2-(β-D-altropyranosyl)-2-benzamido-(2R)-propionic acid 1',2'-lactone | 133779-01-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(β-D-altropyranosyl)-2-benzamido-(2R)-propionic acid 1',2'-lactone
• 英文别名: N-[(3R,3aS,5R,6S,7R,7aS)-6,7-dihydroxy-5-(hydroxymethyl)-3-methyl-2-oxo-5,6,7,7a-tetrahydro-3aH-furo[3,2-b]pyran-3-yl]benzamide
• CAS: 133779-01-8
• 化学式: C₁₆H₁₉NO₇
• 分子量: 337.329
• InChiKey: ZPWNJXDXTVPBGP-WAAIHABXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(β-D-altropyranosyl)-2-benzamido-(2R)-propionic acid 1',2'-lactone 在 盐酸 作用下， 反应 5.0h， 以94%的产率得到2-(β-D-altropyranosyl)-2-amino-(2R)-propionic acid 1',2'-lactone hydrochloride
  参考文献：
  名称：

  Stereoselective synthesis of C-glycosyl .alpha.-amino acids

  摘要：

  beta-D-C-Allosyl-(R)-alanine 12 and beta-D-C-altrosyl-(R)-alanine lactone 15 were synthesized from the common intermediate 7 in just a few steps. The beta-C-glycosyloxazolone 7 was obtained in two steps from the protected D-glucal 4 by a sequential coupling with N-benzoylalanine followed by a Claisen rearrangement.

  DOI：

  10.1021/jo00012a021
• 作为产物：
  描述：

  2-(4'6'-O-isopropylidene-3'-deoxy-3'-iodo-β-D-allopyranosyl)-2-benzamido-(2R)-propionic acid 1',2'-lactone 在 高氯酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.5h， 生成 2-(β-D-altropyranosyl)-2-benzamido-(2R)-propionic acid 1',2'-lactone
  参考文献：
  名称：

  Stereoselective synthesis of C-glycosyl .alpha.-amino acids

  摘要：

  beta-D-C-Allosyl-(R)-alanine 12 and beta-D-C-altrosyl-(R)-alanine lactone 15 were synthesized from the common intermediate 7 in just a few steps. The beta-C-glycosyloxazolone 7 was obtained in two steps from the protected D-glucal 4 by a sequential coupling with N-benzoylalanine followed by a Claisen rearrangement.

  DOI：

  10.1021/jo00012a021

文献信息

• COLOMBO, LINO;CASIRAGHI, GIOVANNI;PITTALIS, ANTONELLO;RASSU, GLORIA, J. ORG. CHEM., 56,(1991) N2, C. 3897-3900
  作者：COLOMBO, LINO、CASIRAGHI, GIOVANNI、PITTALIS, ANTONELLO、RASSU, GLORIA

  DOI：——

  日期：——