(2,3-dideoxy-α-D-mannopyranoso)[2,3-d]oxazolidine-2-thione | 1101121-73-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,3-dideoxy-α-D-mannopyranoso)[2,3-d]oxazolidine-2-thione
• CAS: 1101121-73-6
• 化学式: C₇H₁₁NO₅S
• 分子量: 221.234
• InChiKey: VELKSJKZPYQPQU-RXRWUWDJSA-N

反应信息

• 作为产物：
  描述：

  硫光气 、 D-mannosamine hydrochloride 在 碳酸氢钠 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.58h， 生成 (2,3-dideoxy-β-D-mannopyranoso)[2,3-d]oxazolidine-2-thione 、 (2,3-dideoxy-α-D-mannopyranoso)[2,3-d]oxazolidine-2-thione
  参考文献：
  名称：

  cis-Fused bicyclic sugar thiocarbamates. Reactivity towards amines

  摘要：

  1,2-cis-Fused bicyclic sugar thiocarbamates of gluco, and manno configurations have been prepared by treatment of the corresponding O-unprotected amino Sugars and glycopyranosyl amines with thiophosgene. The reactivity of these Compounds towards amines has been studied in order to determine whether these Compounds could act as latent isothiocyanates; it is shown that 1,2-cis-fused bicyclic Sugar thiocarbamates are more stable than their trans analogues, and are]lot transformed into thioureas upon treatment with amines. An unprecedented isomerization of a peracetylated glucopyranoso[2,1-d] oxazolidine-2-thione into a glucopyranoso[2,1-d]thiazolidin-2-one in DMF is also reported. The structure of this thiazolidin-2-one was confirmed by X-ray crystallography. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.093