CAS: 83465-22-9; (1S,2S,3R,4S,5S)-5-Amino-1-(Hydroxymethyl)Cyclohexane-1,2,3,4-Tetraol

• 英文名称(1S,2S,3R,4S,5S)-5-Amino-1-(Hydroxymethyl)Cyclohexane-1,2,3,4-Tetraol
• 中文名称井冈霉醇胺
• IUPAC名称(1S,2S,3R,4S,5S)-5-amino-1-(hydroxymethyl)cyclohexane-1,2,3,4-tetraol
• 其它别名Valiolamine; 4-Amino-3,4-Dideoxy-2-C-(Hydroxymethyl)-D-Epi-Inositohydrate; 4-Amino-3,4-Dideoxy-2-C-(Hydroxymethyl)-D-Epi-Inositolhydrate; 5-Amino-1-(Hydroxymethyl)Cyclohexane-1,2,3,4-Tetraol; Valiolamine (4-Amino-3,4-Dideoxy-2-C-(Hydroxymethyl)-D-Epi-Inosito); (1S,2S,3R,4S,5S)-5-Amino-1-Hydroxymethylcyclohexane-1,2,3,4-Tetranol; (1S)-1,2β,3α,4β-Tetrahydroxy-5β-Aminocyclohexane-1α-Methanol; 4-Amino-3,4-Dideoxy-2-C-(Hydroxymethyl)-D-Epi-Inositol
• CAS编号83465-22-9
• MFCD编号:MFCD07773061
• EINECS号:617-461-4
• FDA UNII编号:QHW83U8Q5B
• 分子式:C7H15NO5
• 分子量:193.2
• 产品CID: 1823326
• 产品分类生物化工 → 糖类化合物 → 单糖

• 相似结构搜索
• InChIKey: VDLOJRUTNRJDJO-ZYNSJIGGSA-N
• InChI=1S/C7H15NO5/c8-3-1-7(13,2-9)6(12)5(11)4(3)10/h3-6,9-13H,1-2,8H2/t3-,4-,5+,6-,7-/m1/s1…
• 计算化学: 氢键受体数6.0氢键供体数6.0可旋转键数1.0

物理性质

• 熔点146-148°C
• 沸点249.1±25.0 °C at 760 mmHg
• 闪点104.4±23.2 °C
• 密度1.0±0.1 g/cm3
• pKa:13.27±0.70(预测)
• PSA:72.27
• LogP:-1.6
• 折射率1.490
• 蒸汽压0.0±1.1 mmHg at 25°C
• 溶解性DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Sparingly)
• 外观形态类白色固体
• 储存条件2-8°C(避光保存)
• 产品应用该化合物是一种氨基环球醇, 显示有抗大鼠肠胃溃疡,麦芽素和异丙酸酶的抗Α-甘醇抑制剂.

MSDS等安全信息

• GHS符号GHS07
• 警示词Warning
• 危险描述H315-H319-H335
• 防范说明P261-P305+P351+P338

上下游产品

合成工艺路线路线简述

• 1054636-37-1 = 83465-22-9
  反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol,Water; 24 H,Rt
  标题:Improved Stereoselective Syntheses Of (+)-Valiolamine And (+)-Valienamine Starting From (-)-Shikimic Acid
  作者:Li,Fenglei; Et Al
  参考文献:Chinese Journal Of Chemistry 日期:2017 卷标:35(4) 页码:457-464]
  
  118014-37-2 = 83465-22-9
  反应条件:1.1 Reagents: Barium Hydroxide Solvents: Water; 8 H,80 °C; 80 °C -> Rt1.2 Reagents: Carbon Dioxide; Rt1.3 Reagents: Amberlite Cg 50 Solvents: Water; 5 H,Rt1.4 Reagents: Dowex 50W Solvents: Water; 2 H,Rt
  标题:Diastereospecific Epoxidation And Highly Regioselective Ring-Opening Of (+)-Valienamine: Practical Synthesis Of (+)-Valiolamine
  作者:Ji,Li; Et Al
  参考文献:Tetrahedron 日期:2013 卷标:69(34) 页码:7031-7037]
  
  = 83465-22-9
  反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 3 H,80 °C
  标题:Convenient Synthesis Of (+)-Valiolamine And (-)-1-Epi-Valiolamine From (-)-Vibo-Quercitol
  作者:Ogawa,Seiichiro; Et Al
  参考文献:Organic & Biomolecular Chemistry 日期:2004 卷标:2(6) 页码:884-889]
  
  = 83465-22-9
  反应条件:1.1 Reagents: Acetic Acid,Potassium Bromide Solvents: Tetrahydrofuran; 0 - 5 °C; 18 H,Rt1.2 Reagents: Sodium Bicarbonate; Ph 7,Rt2.1 Reagents: Sodium Borohydride Solvents: Methanol; 8 H,Rt2.2 Reagents: Acetic Acid; Ph 6 - 7,Rt3.1 Reagents: Barium Hydroxide Solvents: Water; 8 H,80 °C; 80 °C -> Rt3.2 Reagents: Carbon Dioxide; Rt3.3 Reagents: Amberlite Cg 50 Solvents: Water; 5 H,Rt3.4 Reagents: Dowex 50W Solvents: Water; 2 H,Rt
  标题:Diastereospecific Epoxidation And Highly Regioselective Ring-Opening Of (+)-Valienamine: Practical Synthesis Of (+)-Valiolamine
  作者:Ji,Li; Et Al
  参考文献:Tetrahedron 日期:2013 卷标:69(34) 页码:7031-7037]
  
  = 83465-22-9
  反应条件:1.1 Reagents: Lithium,Ammonia Solvents: Tetrahydrofuran; -78 °C; 3 H,-60 °C1.2 Reagents: Water; -60 °C; -60 °C -> Rt1.3 Reagents: Lithium Hydroxide Solvents: Ethanol,Water; Rt; 1 H,80 °C1.4 Reagents: Acetic Acid Solvents: Water; 18 H,50 °C
  标题:A C2-Symmetric Pool Based Flexible Strategy: An Enantio-Convergent Synthesis Of (+)-Valiolamine And (+)-Valienamine
  作者:Lo,Hong-Jay; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2012 卷标:2012(14) 页码:2780-2785]
  
  = 83465-22-9
  反应条件:1.1 Reagents: Barium Hydroxide Solvents: Water
  标题:Stereoselective Conversion Of Valienamine And Validamine Into Valiolamine
  作者:Horii,Satoshi; Et Al
  参考文献:Carbohydrate Research 日期:1985 卷标:140(2) 页码:185-200]
  
  1054636-37-1 = 83465-22-9
  反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol,Water; 24 H,Rt
  标题:Total Syntheses Of (+)-Valiolamine And (-)-1-Epi-Valiolamine From Naturally Abundant (-)-Shikimic Acid
  作者:Quan,Na; Et Al
  参考文献:European Journal Of Organic Chemistry 日期:2013 卷标:2013(28) 页码:6389-6396]
  
  1060713-64-5 = 83465-22-9
  反应条件:1.1 Reagents: Trifluoroacetic Acid Solvents: Dichloromethane; 2 D,Rt
  标题:Intramolecular Direct Aldol Reactions Of Sugar Diketones: Syntheses Of Valiolamine And Validoxylamine G
  作者:Shing,Tony K. M.; Et Al
  参考文献:Organic Letters 日期:2008 卷标:10(18) 页码:4137-4139]
  
  85281-06-7 = 83465-22-9
  反应条件:1.1 Reagents: Barium Hydroxide Solvents: Water
  标题:Stereoselective Conversion Of Valienamine And Validamine Into Valiolamine
  作者:Horii,Satoshi; Et Al
  参考文献:Carbohydrate Research 日期:1985 卷标:140(2) 页码:185-200]
  
  = 83465-22-9
  反应条件:1.1 Reagents: Potassium Carbonate Solvents: Methanol1.2 Reagents: Hydrogen Catalysts: Palladium Dihydroxide Solvents: Ethanol
  标题:Enantiospecific Syntheses Of Valiolamine And Its (1R),(2R),(1R,2R) Diastereomers From (-)-Quinic Acid
  作者:Shing,Tony K. M.; Et Al
  参考文献:Angewandte Chemie 日期:1995 卷标:34(15) 页码:1643-5]
  
  = 83465-22-9 [标题:Reaction Conditions
  标题:Inosose Derivatives As Intermediates For Valienamine And Valiolamine And A Process For Their Preparation
  参考文献:European Patent Organization]
  
  115250-38-9 = 83465-22-9 [标题:Reaction Conditions
  标题:Inosose Derivatives As Intermediates For Valienamine And Valiolamine And A Process For Their Preparation
  参考文献:European Patent Organization]
  
  = 83465-22-9
  反应条件:1.1 Reagents: Barium Hydroxide Solvents: Water
  标题:Stereoselective Conversion Of Valienamine And Validamine Into Valiolamine
  作者:Horii,Satoshi; Et Al
  参考文献:Carbohydrate Research 日期:1985 卷标:140(2) 页码:185-200

海关参考信息

• 2905122000-异丙醇
  2905143000-叔丁醇
  2905310000-1,2-乙二醇
  2905320000-1,2-丙二醇
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• 详情请参考：📖 海关编码查询和海关进出口税则

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