Synthesis of phosphodiesterase IVb inhibitors 2. Stereoselective synthesis of hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one and tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one derivatives

Synthesis of phosphodiesterase IVb inhibitors 2. Stereoselective synthesis of hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one and tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one derivatives Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2011, Volume: 60, Number: 11, Pages: 2390-2395 Pages count : 6 DOI: 10.1007/s11172-011-0367-5

Authors

Zhmurov P.A. ¹ , Tabolin A.A. ¹ , Sukhorukov A.Yu. ¹ , Lesiv A.V. ² , Klenov M.S. ¹ , Khomutova Yu.A. ¹ , Ioffe S.L. ¹ , Tartakovsky V.A. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation
2	Moscow Chemical Lyceum No. 1303, 4 Tamozhennyi proezd, 111033, Moscow, Russian Federation

The total stereoselective synthesis of two highly potent phosphodiesterase IVb inhibitors from nitroethane, isovanillin, and ethyl vinyl ether was developed. The compounds obtained are the derivatives of hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one and tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one. The strategy proposed involves silylation of six-membered cyclic nitronates as a key step leading to 5,6-dihydro-4H-1,2-oxazines with the group CH2FG (FG = N3 or OH) at the C(3) atom.

Zhmurov P.A. , Tabolin A.A. , Sukhorukov A.Y. , Lesiv A.V. , Klenov M.S. , Khomutova Y.A. , Ioffe S.L. , Tartakovsky V.A.
Synthesis of phosphodiesterase IVb inhibitors 2. Stereoselective synthesis of hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one and tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one derivatives
Russian Chemical Bulletin. 2011. V.60. N11. P.2390-2395. DOI: 10.1007/s11172-011-0367-5 WOS Scopus OpenAlex

Web of science:	WOS:000307517100037
Scopus:	2-s2.0-84865446800
OpenAlex:	W2028760376

DB	Citing
OpenAlex	6
Scopus	5
Web of science	4