(4S)-4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane

• ChemBase编号: 152221
• 分子式: C13H18O3
• 平均质量: 222.28022
• 单一同位素质量: 222.12559444
• SMILES: CC1(OC[C@@H](O1)COCc1ccccc1)C
• Canonical SMILES: CC1(C)OC[C@@H](O1)COCc1ccccc1
• InChI: InChI=1S/C13H18O3/c1-13(2)15-10-12(16-13)9-14-8-11-6-4-3-5-7-11/h3-7,12H,8-10H2,1-2H3/t12-/m0/s1
• InChIKey: DBFDSKSLTCMIPB-LBPRGKRZSA-N

名称和登记号

名称

• IUPAC标准名: (4S)-4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane
• IUPAC传统名: (4S)-4-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane
• 别名: 3-苄基-1,2-异亚丙基-sn-甘油; D-α,β-异亚丙基甘油-γ-苄醚; (S)-4-苄氧甲基-2,2-二甲基-1,3-二氧戊环; 3-Benzyl-1,2-isopropylidene-sn-glycerol; D-α,β-Isopropylideneglycerol-γ-benzyl ether; (S)-4-Benzyloxymethyl-2,2-dimethyl-1,3-dioxolane; (4S)-2,2-Dimethyl-4-[(phenylmethoxy)methyl]-1,3-dioxolane; 1,2-Isopropylidene-3-O-benzyl-sn-glycerol; (S)-4-[(Benzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane; (S)-1-Benzyl-2,3-O-isopropylidene Glycerol

登记号

• CAS号: 16495-03-7
• MDL号: MFCD00043000
• Beilstein号: 82963
• PubChem SID: 162246366; 24881507
• PubChem CID: 10878747

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 2.2310102
• LogD (pH = 7.4): 2.2310102
• Log P: 2.2310102
• 摩尔折射率: 62.0869 cm^3
• 极化性: 24.560461 Å^3
• 极化表面积: 27.69 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Ethyl Acetate
• 外观: Clear Yellow Oil
• 沸点: 79-80 °C/0.05 mmHg(lit.)
• 闪点: 100 °C; 212 °F
• 密度: 1.050 g/mL at 20 °C(lit.)
• 折射率: n20/D 1.496
• 比旋光度: [α]20/D +21±1°, c = 4% in chloroform

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95.0% (sum of enantiomers, GC)
• Empirical Formula (Hill Notation): C13H18O3

详细说明

Sigma Aldrich - 59442

Other Notes
手性结构单元；合成手性甘油酯1,2,3,4
包装
5 mL in glass bottle

Toronto Research Chemicals - B281010

Used in the preparation of the analogs of dioxolanes Dexoxadrol and Etoxadrol as potential phencyclidine-like agents.

参考文献

• Nacro, K., et al.: Bioorg. Med. Chem. Lett., 10, 1401 (2000)
• Rodriguez, J., et al.: Anal. Biochem., 375, 196 (2000)