引用本文:
张合胜, William Kitching. 由(S)-和(R)-天冬氨酸合成(R)-和(S)-(2-苄氧乙基)环氧乙烷的改良方法[J]. 应用化学,
2002, 19(3): 304-306.
Citation: ZHANG He-Sheng, William Kitching. A Modified Synthesis of (R)-and(S)-(2-Benzyloxyethyl)oxirane from (S)-and (R)-Aspartic Acid[J]. Chinese Journal of Applied Chemistry, 2002, 19(3): 304-306.
Citation: ZHANG He-Sheng, William Kitching. A Modified Synthesis of (R)-and(S)-(2-Benzyloxyethyl)oxirane from (S)-and (R)-Aspartic Acid[J]. Chinese Journal of Applied Chemistry, 2002, 19(3): 304-306.
由(S)-和(R)-天冬氨酸合成(R)-和(S)-(2-苄氧乙基)环氧乙烷的改良方法
English
A Modified Synthesis of (R)-and(S)-(2-Benzyloxyethyl)oxirane from (S)-and (R)-Aspartic Acid
Abstract:
(R)-and (S)-(2-benzyloxyethyl)oxirane 1 were prepared from (S) and (R) aspartic acid by modification of the procedure described by Rapoport. Aspartic acid was converted into bromosuccinic acid 2 by treatment with sodium nitrite/potassium bromide/sulfuric acid,the diacid 2 was then reduced with freshly prepared boron trifluoride ethyl ether complex to bromodiol 3, which was further treated with sodium hydride and benzylbromide/TBAI(tetrabutylammonium iodide) to afford (2-benzyloxyethyl)oxirane. This procedure has shown the good yield, mild condition and excellent enantiomeric purity of the product.
-
Key words:
- (benzyloxyethyl) oxirane
- / aspartic acid
- / asymmetric synthesis
-
-
扫一扫看文章
计量
- PDF下载量: 1
- 文章访问数: 1051
- HTML全文浏览量: 141
下载:
