(4S)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one

• ChemBase编号: 77308
• 分子式: C13H15NO3
• 平均质量: 233.2631
• 单一同位素质量: 233.10519335
• SMILES: N1(C(=O)CC)[C@@H](Cc2ccccc2)COC1=O
• Canonical SMILES: CCC(=O)N1C(=O)OC[C@@H]1Cc1ccccc1
• InChI: InChI=1S/C13H15NO3/c1-2-12(15)14-11(9-17-13(14)16)8-10-6-4-3-5-7-10/h3-7,11H,2,8-9H2,1H3/t11-/m0/s1
• InChIKey: WHOBYFHKONUTMW-NSHDSACASA-N

名称和登记号

名称

• IUPAC标准名: (4S)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one
• IUPAC传统名: (4S)-4-benzyl-3-propanoyl-1,3-oxazolidin-2-one
• 别名: (S)-(+)-4-苄基-3-丙酰基-2-噁唑烷酮; (R)-4-Benzyl-3-propionyloxazolidin-2-one; (S)-(+)-4-Benzyl-3-propionyl-2-oxazolidinone; (S)-4-Benzyl-3-propionyloxazolidin-2-one; (4S)-3-(1-Oxopropyl)-4-(phenylmethyl)-2-oxazolidinone; (+)-4-Benzyl-3-propionyl-2-oxazolidinone; (4S)-4-Benzyl-3-propanoyloxazolidin-2-one; (4S)-4-Benzyl-3-propionyl-1,3-oxazolidin-2-one; (S)-N-Propionyl-4-benzyl-1,3-oxazolidin-2-one; 3-[1-Oxopropyl]-4(S)-(phenylmethyl)-2-oxazolidinone; (S)-4-Benzyl-3-propionyl-2-oxazolidinone; (4s)-(+)-4-benzyl-3-propionyl-2-oxazolidinone

登记号

• CAS号: 101711-78-8
• MDL号: MFCD00269688; MFCD00269687
• PubChem SID: 162042181; 24869502
• PubChem CID: 2733696

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.4031994
• LogD (pH = 7.4): 2.4031994
• Log P: 2.4031994
• 摩尔折射率: 62.2478 cm^3
• 极化性: 24.473927 Å^3
• 极化表面积: 46.61 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; Methanol
• 外观: Colourless Solid
• 熔点: 44-46 °C(lit.)
• 比旋光度: [α]20/D +97°, c = 1 in ethanol

安全信息

• 保存注意事项: Irritant
• 德国WGK号: 3

产品相关信息

• 纯度: 95+%; 98%; 99%
• 光学纯度: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C13H15NO3

详细说明

Sigma Aldrich - 458775

Application
用于不对称合成的多功能手性助剂。1
包装
5 g in glass bottle

Toronto Research Chemicals - B288650

Intermediate in the preparation of Albaconazole.

参考文献

• Gupta, S., et al.: ChemBioChem, 9, 1609 (2007)
• Tran, J., et al.: J. Med. Chem., 50, 6356 (2007)