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

页码：480 / 484

页数：5

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