6-amino-6-deoxy-D-gluconic acid | 72402-40-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 6-amino-6-deoxy-D-gluconic acid
• 英文别名: (2R,3S,4R,5R)-6-amino-2,3,4,5-tetrahydroxyhexanoic acid
• CAS: 72402-40-5
• 化学式: C₆H₁₃NO₆
• 分子量: 195.172
• InChiKey: CTWCTXWYMCZWOK-SQOUGZDYSA-N

物化性质

• 熔点：
  199-201 °C
• 沸点：
  633.2±55.0 °C(Predicted)
• 密度：
  1.662±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -5.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  144
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  6-amino-6-deoxy-D-gluconic acid 在 盐酸 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 6-Amino-6-deoxy-D-gluconolactam
  参考文献：
  名称：

  Kefurt, Karel; Kefurtova, Zdenka; Jary, Jiri, Collection of Czechoslovak Chemical Communications, 1984, vol. 49, # 11, p. 2665 - 2673

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 6-deoxy-6-iodo-2,3,4,5-tetra-O-acetyl-D-gluconate 在 potassium cyanide 、 叠氮化锂 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~60.0 ℃ 、101.33 kPa 条件下， 反应 86.0h， 生成 6-amino-6-deoxy-D-gluconic acid
  参考文献：
  名称：

  Syntheses of (3R,4R,5R,6R)-tetrahydroxyazepane (1,6-dideoxy-1,6-imino-d-mannitol) and (3S,4R,5R,6R)-tetrahydroxyazepane (1,6-dideoxy-1,6-imino-d-glucitol)

  摘要：

  Syntheses of 1,6-dideoxy-1,6-imino-D-mannitol (D-mannoazepane) (1) and 1,6-dideoxy-1,6-imino-D-glucitol (D-glucoazepane) (3) from D-isoascorbic acid and D-glucono-1,5-lactone, respectively, are described. The key step in both routes involved reductive aminative 1,6-cyclization with retention of configurations to give the corresponding lactams, which were subsequently reduced to afford compounds 1 and 3 in 24 and 28.5%, overall yield, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00757-3

文献信息

• Anchimeric radiometal chelating compounds
  申请人：NEORX CORPORATION

  公开号：EP0329481A2

  公开（公告）日：1989-08-23

  Anchimeric chelating compounds which are capable of rapidly forming stable chelates with radionuclide metals at or below physiological temperatures are disclosed. The compounds possess a first site capable of complexing with a radionuclide metal which can be transferred to a second site (to form a chelate) by incubation, such as at 37°C or below. These anchimeric chelating compounds may be bifunctional and so are useful for radiolabelling target specific molecules such as monoclonal antibodies and fragments thereof, that may be specific for cancer cells.

  本发明公开了能够在生理温度或生理温度以下与放射性核素金属迅速形成稳定螯合物的嵌合螯合化合物。这些化合物具有一个能与放射性核素金属络合的第一位点，通过培养，如在 37°C 或更低温度下培养，该位点可转移到第二位点（形成螯合物）。这些锚嵌螯合化合物可能具有双功能，因此可用于对癌细胞具有特异性的目标特异性分子（如单克隆抗体及其片段）进行放射性标记。
• The direct synthesis of 6-amino-6-deoxyaldonic acids as monomers for the preparation of polyhydroxylated nylon 6
  作者：Ludovic Chaveriat、Imane Stasik、Gilles Demailly、Daniel Beaupère

  DOI：10.1016/j.tetasy.2006.04.018

  日期：2006.5

  6-Azido-6-deoxy-D-galactitol and D-mannitol were obtained quantitatively via the reduction of the corresponding 6-azido-6deoxy-D-hexono-1,4-lactones, and 6-azido-6-deoxy-D-glucitol was obtained by the reduction of 6-azido-6-deoxyglucose in good yields. The reduction of monoazidodeoxyhexitols by catalytic hydrogenation gave the monoaminohexitol analogues in 95-98% yields. Oxidation of these afforded the corresponding 6-amino-6-deoxy-D-aldonic acids in moderate yields. Alternatively, saponification of 6-azido-6-deoxy-D-hexonolactones gave 6-azido-6-deoxyaldonic acid salts which, after reduction followed by neutralization, led to the expected compounds in 82-88% overall yields. (c) 2006 Elsevier Ltd. All rights reserved.
• US5202451A
  申请人：——

  公开号：US5202451A

  公开（公告）日：1993-04-13
• US5606028A
  申请人：——

  公开号：US5606028A

  公开（公告）日：1997-02-25