(3aS,5S,6aR)-3a,5-bis(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol

• ChemBase编号: 171923
• 分子式: C9H16O6
• 平均质量: 220.21974
• 单一同位素质量: 220.09468823
• SMILES: C1(O)[C@H](CO)O[C@@]2(CO)OC(O[C@@H]12)(C)C
• Canonical SMILES: OC[C@@H]1O[C@@]2([C@H](C1O)OC(O2)(C)C)CO
• InChI: InChI=1S/C9H16O6/c1-8(2)14-7-6(12)5(3-10)13-9(7,4-11)15-8/h5-7,10-12H,3-4H2,1-2H3/t5-,6?,7+,9-/m0/s1
• InChIKey: AVVCILZWWPKOLD-FTTNTJTMSA-N

名称和登记号

名称

• IUPAC标准名: (3aS,5S,6aR)-3a,5-bis(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol
• IUPAC传统名: (3aS,5S,6aR)-3a,5-bis(hydroxymethyl)-2,2-dimethyl-dihydro-5H-furo[2,3-d][1,3]dioxol-6-ol
• 别名: (3R,4S,5R)-7-(Acetyloxy)-3a,6,7,7a-tetrahydro-2,2-dimethyl-1,3-benzodioxole-5-carboxylic Acid Methyl Ester; (3R,4S,5R)-5-Hydroxy-3,4-(isopropylidenedioxy)-1-cyclohexene-1-carboxylic Acid Methyl Ester Acetate; 3,4-(Isopropylidenedioxy) Shikimic Acid Methyl Ester Acetate

登记号

• CAS号: 143308-74-1
• PubChem SID: 164227833
• PubChem CID: 45039611

理论计算性质

• Acid pKa: 12.838055
• 质子受体: 6
• 质子供体: 3
• LogD (pH = 5.5): -1.0555748
• LogD (pH = 7.4): -1.0555763
• Log P: -1.0555747
• 摩尔折射率: 48.5678 cm^3
• 极化性: 20.00014 Å^3
• 极化表面积: 88.38 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: Pale Yellow Solid
• 熔点: 73-75°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - I870400

3,4-(Isopropylidenedioxy) Shikimic acid methyl ester acetate is a derivative of Shikimic acid (S357100).

参考文献

• Smissman, E.E, et al.: Tetrahedron Lett., 44, 4601 (1968)