Synthesis of (7S)-(-)-7-aryl-5-methyl-7-trifluoromethyl-1,3,6,7-tetrahydro-2H-1,4-diazepin-2-ones

被引：2
|
作者：
Vovk, M. V. [1 ]
Golovach, N. M. [1 ]
Sukach, V. A. [1 ]
Chernyuk, O. N. [1 ]
Manoilenko, O. V. [2 ]
机构：
[1] Natl Acad Sci Ukraine, Inst Organ Chem, UA-02660 Kiev, Ukraine
[2] Taras Shevchenko Kiev Natl Univ, Kiev, Ukraine
来源：
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 46卷 / 04期
关键词：
NUCLEOSIDE ANTIBIOTICS; DIAZEPANONE; STEREOCHEMISTRY; ANTAGONISTS; INHIBITORS; ANALOGS; LFA-1;
D O I：
10.1134/S1070428010040044
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Acylation of (S)-(-)-4-amino-4-aryl-5,5,5-trifluoropentan-2-ones with chloroacetyl chloride gave the corresponding chloroacetamides which were treated with sodium azide and then with triphenylphosphine to obtain triphenyl-lambda(5)-phosphanylideneaminoacetic acid amides. The latter underwent thermal (boiling toluene) or base-catalyzed (NaOH/MeOH) intramolecular cyclization with elimination of triphenylphosphine oxide and formation of (7S)-(-)-7-aryl-5-methyl-7-trifluoromethyl-1,3,6,7-tetrahydro-2H-1,4-diazepin-2-ones.
引用
收藏
页码：480 / 484
页数：5
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