(R)-3-thioglyceraldehyde | 143954-95-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-thioglyceraldehyde
• 英文别名: (2R)-2-hydroxy-3-sulfanylpropanal
• CAS: 143954-95-4
• 化学式: C₃H₆O₂S
• 分子量: 106.145
• InChiKey: UFQRNMGAJWYBCS-GSVOUGTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  38.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-羟基-3-(磷酰氧基)-2-丙酮 、 (R)-3-thioglyceraldehyde 在 盐酸 作用下， 反应 26.5h， 生成
  参考文献：
  名称：

  A New Route to Deoxythio sugars Based on Aldolases

  摘要：

  A new route to deoxythiosugars based on aldolases has been developed. Representative syntheses of several thioketoses and 1-deoxy-5-thio-D-glucose, 1-deoxy-5-thio-D-galactose, 1-deoxy-5-thio-L-altrose, 1-deoxy-5-thio-D-mannose, 1-deoxy-5-thio-L-mannose, and 2-deoxy-5-thio-D-ribose are illustrated with the use of fructose 1,6-diphosphate aldolase, fuculose 1-phosphate aldolase, rhamnulose 1-phosphate aldolase, and 2-deoxyribose 5-phosphate aldolase in reaction with an appropriate thioaldehyde, followed by reduction with triethylsilane in the presence of BF3.Et(2)O.

  DOI：

  10.1021/ja00093a018
• 作为产物：
  描述：

  (R)-S-acetyl-3-thioglyceraldehyde diethyl acetal 在 盐酸 作用下， 反应 4.0h， 生成 (R)-3-thioglyceraldehyde
  参考文献：
  名称：

  A New Route to Deoxythio sugars Based on Aldolases

  摘要：

  A new route to deoxythiosugars based on aldolases has been developed. Representative syntheses of several thioketoses and 1-deoxy-5-thio-D-glucose, 1-deoxy-5-thio-D-galactose, 1-deoxy-5-thio-L-altrose, 1-deoxy-5-thio-D-mannose, 1-deoxy-5-thio-L-mannose, and 2-deoxy-5-thio-D-ribose are illustrated with the use of fructose 1,6-diphosphate aldolase, fuculose 1-phosphate aldolase, rhamnulose 1-phosphate aldolase, and 2-deoxyribose 5-phosphate aldolase in reaction with an appropriate thioaldehyde, followed by reduction with triethylsilane in the presence of BF3.Et(2)O.

  DOI：

  10.1021/ja00093a018