2,3,4,6-tetra-O-acetyl-1-S-(Z)-4-methoxybenzohydroximoyl-1-thio-β-D-galactopyranose | 854602-90-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,3,4,6-tetra-O-acetyl-1-S-(Z)-4-methoxybenzohydroximoyl-1-thio-β-D-galactopyranose
• CAS: 854602-90-7
• 化学式: C₂₂H₂₇NO₁₁S
• 分子量: 513.522
• InChiKey: NVDYFEALCWUMJP-WDIFDVDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.65
• 重原子数：
  35.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  156.25
• 氢给体数：
  1.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetra-O-acetyl-1-S-(Z)-4-methoxybenzohydroximoyl-1-thio-β-D-galactopyranose 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以83%的产率得到1-S-(Z)-4-methoxybenzohydroximoyl-1-thio-β-D-galactopyranose
  参考文献：
  名称：

  β-d-Galactopyranosyl-thiohydroximates and d-galactopyranosylidene-spiro-oxathiazoles: synthesis and enzymatic evaluation against E. colid-galactosidase

  摘要：

  By reaction with arylhydroximoyl chlorides, 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranose was converted to the corresponding beta-D-galactopyranosyl-thiohydroximates, which gave predominantly (1S)-D-galactopyranosylidene-spiro-oxathiazoles on illumination in the presence of NBS. Conventional O-deacetylation of both thiohydroximates and oxathiazoles gave weak inhibitors of E. coli D-galactosidase (K-i 1.1-11.1 mM). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2005.02.021
• 作为产物：
  描述：

  2,3,4,6-四-O-乙酰基-1-硫代-BETA-D-吡喃半乳糖 、 ALPHA-氯-4-甲氧基苯甲醛肟 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以82%的产率得到2,3,4,6-tetra-O-acetyl-1-S-(Z)-4-methoxybenzohydroximoyl-1-thio-β-D-galactopyranose
  参考文献：
  名称：

  β-d-Galactopyranosyl-thiohydroximates and d-galactopyranosylidene-spiro-oxathiazoles: synthesis and enzymatic evaluation against E. colid-galactosidase

  摘要：

  By reaction with arylhydroximoyl chlorides, 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranose was converted to the corresponding beta-D-galactopyranosyl-thiohydroximates, which gave predominantly (1S)-D-galactopyranosylidene-spiro-oxathiazoles on illumination in the presence of NBS. Conventional O-deacetylation of both thiohydroximates and oxathiazoles gave weak inhibitors of E. coli D-galactosidase (K-i 1.1-11.1 mM). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2005.02.021