ethyl (2R)-5-oxopyrrolidine-2-carboxylate

• ChemBase编号: 104577
• 分子式: C7H11NO3
• 平均质量: 157.16714
• 单一同位素质量: 157.07389322
• SMILES: CCOC(=O)[C@H]1CCC(=O)N1
• Canonical SMILES: CCOC(=O)[C@H]1CCC(=O)N1
• InChI: InChI=1S/C7H11NO3/c1-2-11-7(10)5-3-4-6(9)8-5/h5H,2-4H2,1H3,(H,8,9)/t5-/m1/s1
• InChIKey: QYJOOVQLTTVTJY-RXMQYKEDSA-N

名称和登记号

名称

• IUPAC标准名: ethyl (2R)-5-oxopyrrolidine-2-carboxylate
• IUPAC传统名: ethyl (2R)-5-oxopyrrolidine-2-carboxylate
• 别名: 5-氧代-D-脯氨酸乙酯; D-焦谷氨酸乙酯; 焦谷氨酸乙酯; (R)-(-)-2-吡咯烷酮-5-羧酸乙酯; (R)-5-氧脯氨酸乙酯; D-5-氧代-2-吡咯烷羧酸乙酯; D-焦谷氨酸乙酯; D-Pyroglutamic acid ethyl ester; Ethyl 5-oxo-D-proline; Ethyl pyroglutamate; Ethyl (R)-(-)-2-pyrrolidone-5-carboxylate; (R)-5-Oxoproline ethyl ester; D-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester; 5-Oxo-D-proline Ethyl Ester; (R)-5-Oxopyrrolidine-2-carboxylic Acid Ethyl Ester; (R)-(-)-5-Ethylcarboxyl-2-pyrrolidinone; D-PYROGLUTAMIC ACID ETHYL ESTER; D-Pyroglutamic acid ethyl ester; (R)-Ethyl 5-oxopyrrolidine-2-carboxylate

登记号

• CAS号: 68766-96-1
• MDL号: MFCD00010848
• Beilstein号: 82622
• PubChem SID: 24888089; 24858752; 162092220
• PubChem CID: 643508

理论计算性质

• Acid pKa: 11.105785
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.38696864
• LogD (pH = 7.4): -0.38704345
• Log P: -0.3869677
• 摩尔折射率: 37.6055 cm^3
• 极化性: 14.95568 Å^3
• 极化表面积: 55.4 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Chloroform; Ethanol; Methanol
• 外观: Low Melting White Waxy Solid
• 熔点: 49-53 °C(lit.); 53-57 °C
• 沸点: 168-171°C/1Hg; 176 °C/12 mmHg(lit.)
• 闪点: >113 °C; >235.4 °F
• 折射率: n20/D 1.478(lit.)
• 比旋光度: [α]/D -4.0±1°, c = 10 in ethanol; [α]20/D -4.0±1.0°, c = 10% in ethanol

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥99.0% (sum of enantiomers, HPLC); 95+%; 99%
• 级别: puriss.
• 光学纯度: enantiomeric ratio: ≥99:1 (GC)
• Empirical Formula (Hill Notation): C7H11NO3

详细说明

MP Biomedicals - 02156462

(D-5-Oxo-2-pyrrolidinecarboxylic acid ethyl ester)

Sigma Aldrich - 309788

包装
1, 5 g in glass bottle

Sigma Aldrich - 83173

Other Notes
该焦谷氨酸酯可以多种方式转化，例如，N-烷基化1；内酰胺的硫化2；醛的制备3；还原?为羟甲基化合物4