3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose hydrochloride | 108782-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose hydrochloride
• 英文别名: (1R,2R,3R,4R,5R)-3-amino-6,8-dioxabicyclo[3.2.1]octane-2,4-diol;hydrochloride
• CAS: 108782-66-7
• 化学式: C₆H₁₁NO₄*ClH
• 分子量: 197.619
• InChiKey: UVKYCTKZHJVXJP-WYRLRVFGSA-N

物化性质

• 熔点：
  229-230 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.79
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  84.94
• 氢给体数：
  3.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose hydrochloride 在 sodium carbonate 、 三丁基氧化锡 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 4.0h， 生成 1-(2-氨基-6-氯嘧啶-4-基)胍
  参考文献：
  名称：

  Synthesis studies of structural analogues of tagetitoxin: 2-phosphate

  摘要：

  Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N-benzylated cyclic carbamate (9). X-Ray crystallographic analyses of the hydrochloride of compound 7 and of the hydroxyacid 56 are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00327-0
• 作为产物：
  描述：

  4a-乙基-2,4a,5,6,7,7a-六氢-4-(3-羟基苯基)-1-甲基-1H-1-吡喃并英并啶 在 palladium on activated charcoal 盐酸 、 氢气 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose hydrochloride
  参考文献：
  名称：

  Synthesis studies of structural analogues of tagetitoxin: 2-phosphate

  摘要：

  Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N-benzylated cyclic carbamate (9). X-Ray crystallographic analyses of the hydrochloride of compound 7 and of the hydroxyacid 56 are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00327-0

文献信息

• Jacobsen, Steffen, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 6, p. 493 - 497
  作者：Jacobsen, Steffen

  DOI：——

  日期：——
• Synthesis studies of structural analogues of tagetitoxin: 2-phosphate
  作者：Barry R. Dent、Richard H. Furneaux、Graeme J. Gainsford、Gregory P. Lynch

  DOI：10.1016/s0040-4020(99)00327-0

  日期：1999.5

  Synthetic approaches to structural analogues of tagetitoxin (1) are described. The successful route to analogue 3 (X=O) has, as a key step, protection of the cis-vicinal amino alcohol moiety of compound 7 as an N-benzylated cyclic carbamate (9). X-Ray crystallographic analyses of the hydrochloride of compound 7 and of the hydroxyacid 56 are reported. (C) 1999 Elsevier Science Ltd. All rights reserved.