(2S,3S,4S)-4-(acetyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl acetate

• ChemBase编号: 145682
• 分子式: C10H14O5
• 平均质量: 214.21516
• 单一同位素质量: 214.08412355
• SMILES: C[C@H]1[C@@H]([C@H](C=CO1)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]1[C@H](C)OC=C[C@@H]1OC(=O)C
• InChI: InChI=1S/C10H14O5/c1-6-10(15-8(3)12)9(4-5-13-6)14-7(2)11/h4-6,9-10H,1-3H3/t6-,9-,10-/m0/s1
• InChIKey: NDEGMKQAZZBNBB-JUWDTYFHSA-N

名称和登记号

名称

• IUPAC标准名: (2S,3S,4S)-4-(acetyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl acetate
• IUPAC传统名: (2S,3S,4S)-4-(acetyloxy)-2-methyl-3,4-dihydro-2H-pyran-3-yl acetate
• 别名: 二-O-乙酰基-L-鼠李醛; 3,4-二-O-乙酰基-1,5-酐-2,6-双脱氧-L-阿拉伯-己-1-糖醇; Di-O-acetyl-L-rhamnal; 3,4-Di-O-acetyl-6-deoxy-L-glucal; 1,5-Anhydro-2,6-dideoxy-L-arabino-Hex-1-enitol 3,4-Diacetate; 3,4-Di-O-acetyl-L-rhamnal; 6-Deoxy-L-glucal Diacetate; Diacetyl-L-rhamnal; L-Rhamnal Diacetate; 3,4-Di-O-acetyl-6-deoxy-L-glucal

登记号

• CAS号: 34819-86-8
• EC号: 252-228-7
• MDL号: MFCD00074970
• Beilstein号: 84954
• PubChem SID: 24860043; 162239886
• PubChem CID: 2734733

理论计算性质

• 极化表面积: 61.83 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.2918207
• LogD (pH = 7.4): 0.2918207
• Log P: 0.2918207
• 摩尔折射率: 50.5384 cm^3
• 极化性: 20.50464 Å^3

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane
• 外观: Colourless Oil
• 沸点: 68-69 °C/0.06 mmHg(lit.)
• 闪点: 113 °C; 235.4 °F
• 密度: 1.116 g/mL at 25 °C(lit.)
• 折射率: n20/D 1.454; n20/D 1.454(lit.)
• 比旋光度: [α]/D 55°, c = 1 in chloroform; [α]20/D +60±3°, neat

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (sum of enantiomers, HPLC); 98%
• 级别: purum
• Empirical Formula (Hill Notation): C10H14O5
• 分类: Derivatives & analogs of Natural Compounds

详细说明

Sigma Aldrich - 332291

包装
5 g in glass bottle

Sigma Aldrich - 31542

Other Notes
该手性结构单元衍生自 L-鼠李糖1,2,3

Toronto Research Chemicals - D422500

A DNA-binding agent.

参考文献

• Iselin, B., et al.: Helv. Chim. Acta, 27, 1146 (1944)