tert-butyl (4S)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

• ChemBase编号: 150548
• 分子式: C11H19NO4
• 平均质量: 229.27286
• 单一同位素质量: 229.13140809
• SMILES: CC1(N([C@@H](CO1)C=O)C(=O)OC(C)(C)C)C
• Canonical SMILES: O=C[C@@H]1COC(N1C(=O)OC(C)(C)C)(C)C
• InChI: InChI=1S/C11H19NO4/c1-10(2,3)16-9(14)12-8(6-13)7-15-11(12,4)5/h6,8H,7H2,1-5H3/t8-/m1/s1
• InChIKey: PNJXYVJNOCLJLJ-MRVPVSSYSA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl (4S)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• IUPAC传统名: tert-butyl (4S)-4-formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• 别名: (-)-N-Boc-N,O-异亚丙基-L-丝氨醛; (S)-(-)-4-甲酰基-2,2-二甲基-3-噁唑啉羧酸叔丁酯; Garner 醛; (S)-(-)-3-Boc-2,2-二甲基噁唑烷-4-甲醛; (S)-(-)-3-Boc-2,2-二甲基唑烷-4-甲醛; (-)-N-Boc-N,O-isopropylidene-L-serinal; tert-Butyl (S)-(-)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate; Garner’s aldehyde; (S)-(-)-3-Boc-2,2-dimethyloxazolidine-4-carboxaldehyde; (4R)-4-Formyl-2,2-dimethyl-3-oxazolidinecarboxylic Acid 1,1-Dimethylethyl Ester; (4R)-4-Formyl-2,2-dimethyl-1,3-oxazolidine-3-carboxylic Acid tert-Butyl Ester; (R)-Garner Aldehyde; tert-Butyl (R)-4-Formyl-2,2-dimethyloxazolidine-3-carboxylate; (+)-N-Boc-N,O-isopropylidene-D-serinal; (4R)-3-tert-Butoxycarbonyl-2,2-dimethyl-4-formyloxazolidine; (S)-(-)-3-tert-Butoxycarbonyl-2,2-dimethyloxazolidine-4-carboxaldehyde; Garner's Aldehyde; tert-Butyl (S)-(-)-4-formyl-2,2-Dimethyl-3-oxazolidinecarboxylate; (S)-4-Formyl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester; (s)-3-boc-4-formyl-2,2-dimethyl-1,3-oxazolidine; tert-butyl (s)-(-)-4-formyl-2,2-dimethyl-3-oxazolidinecarboxylate

登记号

• CAS号: 95715-87-0; 102308-32-7
• MDL号: MFCD00209557
• Beilstein号: 3591324
• 默克索引号: 144371
• PubChem SID: 24867096; 162244709
• PubChem CID: 179824

理论计算性质

• Acid pKa: 14.5326
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.99083406
• LogD (pH = 7.4): 0.990834
• Log P: 0.99083406
• 摩尔折射率: 58.3411 cm^3
• 极化性: 22.996452 Å^3
• 极化表面积: 55.84 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: Chloroform; Dichloromethane; Ethyl Acetate
• 外观: Colourless Oil
• 沸点: 83-88 °C/1 mmHg(lit.)
• 闪点: 108 °C; 226.4 °F
• 密度: 1.06; 1.06 g/mL at 25 °C(lit.)
• 折射率: 1.4450; n20/D 1.445(lit.)
• 比旋光度: [α]20/D -90°, c = 1 in chloroform; -90 (c=1 in chloroform)

安全信息

• 保存注意事项: Air Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

产品相关信息

• 纯度: 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C11H19NO4

详细说明

Sigma Aldrich - 432741

Application
广泛应用于天然产物的不对称合成。1,2,3
包装
1 g in glass bottle

Toronto Research Chemicals - B690120

Intermediate in the preparation of various enzymatic inhibitors.

参考文献

• Bogen, S., et al.: Bioorg. Med. Chem. Lett., 18, 4219 (2008)
• Pinto, A., et al.: J. Med. Chem., 51, 2311 (2008)
• Bogen, S., et al.: Bioorg. Med. Chem., 18, 1854 (2008)