(S)-(-)-4-Isopropyl-2-oxazolidinone (S)-4-异丙基-2-唑烷酮

CAS 17016-83-0 MFCD00010847

化学结构图

17016-83-0
SMILES: CC(C)[C@H]1COC(=O)N1

化学属性

Mol. FormulaC6H11NO2
Mol. Weight129.16
Melting Point70-73°C
TSCANo
Solubility不溶
Density1.038
Boiling Point291.1°C at 760 mmHg

别名和识别编码

Chemical Name(S)-(-)-4-Isopropyl-2-oxazolidinone
MDL NumberMFCD00010847
PubChem Substance ID87571803
Beilstein Registry Number3588198
CAS Number17016-83-0
Synonym (S)-4-Isopropyl-2-oxazolidinone {LY} (S)-4-Isopropyl-2-oxazolidinone {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {}
EC Number250-023-7
Chemical Name Translation(S)-4-异丙基-2-唑烷酮
Reaxys-RN1099716
Canonical SMILESCC([C@H]1COC(=O)N1)C
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分类

  • {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Auxiliaries, Oxazolidinone Derivatives

产品应用

  • 在二铑(II)复合物中用作手性配体,在丁加醇醛(aldol)加成反应中作为手性试剂。非对称合成常用试剂。

相关文献及参考

  • Bromination (NBS), followed by azide displacement, gives a route to chiral amino acids: Tetrahedron Lett ., 28, 1123 (1987). Direct electrophilic azidation with triisopropylbenzenesulfonyl azide has also been used to effect this transformation: J. Am. Chem. Soc., 112, 4011 (1990).
  • The enolates of the N-acyloxazolidinones can also undergo a variety of other enantioselective reactions including alkylation: J. Am. Chem. Soc., 104, 1737 (1982); acylation: J. Am. Chem. Soc., 106, 1154 (1984):
  • Chiral auxiliary introduced by Evans for use in enantioselective reactions.
  • See also (S)-(-)-4-Benzyl-2-oxazolidinone, A18236.
  • Alkyl carboxamides derived from the N-acylation of the oxazolidinone form enolates which undergo highly enantioselective aldol condensation with aldehydes. The products readily undergo hydrolysis, e.g. with base, to give chiral ß -hydroxyacids, with consequent easy recovery and recycle of the chiral auxiliary: J. Am. Chem. Soc., 103, 2127 (1981); Tetrahedron, 27, 897 (1986); Tetrahedron Lett., 31, 4699 (1990); J. Org. Chem., 56, 2489 (1991). For reaction scheme, see (S)-(-)-4-Benzyl-2-oxazolidinone, A18236.

安全信息

WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
Signal word Warning
GHS Symbol
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
Storage condition 2-8°C {LY} 2-8°C Store at room temperature {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°

其他信息

  • 不溶于水,微溶于醇。

系列性分类


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