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

In: Russian Chemical Bulletin, Vol. 60, No. 11, 01.11.2011, p. 2390-2395.

Research output: Contribution to journal › Article › peer-review

Harvard

Zhmurov, PA, Tabolin, AA, Sukhorukov, AY, Lesiv, AV, Klenov, MS, Khomutova, YA, Ioffe, SL & Tartakovsky, VA 2011, '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, vol. 60, no. 11, pp. 2390-2395. https://doi.org/10.1007/s11172-011-0367-5

APA

Zhmurov, P. A., Tabolin, A. A., Sukhorukov, A. Y., Lesiv, A. V., Klenov, M. S., Khomutova, Y. A., Ioffe, S. L., & Tartakovsky, V. A. (2011). 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, 60(11), 2390-2395. https://doi.org/10.1007/s11172-011-0367-5

Vancouver

Zhmurov PA, Tabolin AA, Sukhorukov AY, Lesiv AV, Klenov MS, Khomutova YA et al. 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 Nov 1;60(11):2390-2395. https://doi.org/10.1007/s11172-011-0367-5

Author

Zhmurov, P. A. ; Tabolin, A. A. ; Sukhorukov, A. Yu ; Lesiv, A. V. ; Klenov, M. S. ; Khomutova, Yu 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. In: Russian Chemical Bulletin. 2011 ; Vol. 60, No. 11. pp. 2390-2395.

BibTeX

@article{f6b31145e9a94c7d9650188252060dbc,
title = "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",
abstract = "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 CH 2FG (FG = N 3 or OH) at the C(3) atom.",
keywords = "cyclic nitronates, nitro compounds, phosphodiesterase, pyrrolidines, pyrrolo[1,2-c][1,3]oxazol-3-ones, pyrrolo[1,2-c]imidazol-3-ones, rolipram, silylation, stereoselective synthesis",
author = "Zhmurov, {P. A.} and Tabolin, {A. A.} and Sukhorukov, {A. Yu} and Lesiv, {A. V.} and Klenov, {M. S.} and Khomutova, {Yu A.} and Ioffe, {S. L.} and Tartakovsky, {V. A.}",
year = "2011",
month = nov,
day = "1",
doi = "10.1007/s11172-011-0367-5",
language = "English",
volume = "60",
pages = "2390--2395",
journal = "Russian Chemical Bulletin",
issn = "1066-5285",
publisher = "Springer Nature",
number = "11",

}

RIS

TY - JOUR

T1 - 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

AU - Zhmurov, P. A.

AU - Tabolin, A. A.

AU - Sukhorukov, A. Yu

AU - Lesiv, A. V.

AU - Klenov, M. S.

AU - Khomutova, Yu A.

AU - Ioffe, S. L.

AU - Tartakovsky, V. A.

PY - 2011/11/1

Y1 - 2011/11/1

N2 - 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 CH 2FG (FG = N 3 or OH) at the C(3) atom.

AB - 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 CH 2FG (FG = N 3 or OH) at the C(3) atom.

KW - cyclic nitronates

KW - nitro compounds

KW - phosphodiesterase

KW - pyrrolidines

KW - pyrrolo[1,2-c][1,3]oxazol-3-ones

KW - pyrrolo[1,2-c]imidazol-3-ones

KW - rolipram

KW - silylation

KW - stereoselective synthesis

UR - http://www.scopus.com/inward/record.url?scp=84865446800&partnerID=8YFLogxK

U2 - 10.1007/s11172-011-0367-5

DO - 10.1007/s11172-011-0367-5

M3 - Article

AN - SCOPUS:84865446800

VL - 60

SP - 2390

EP - 2395

JO - Russian Chemical Bulletin

JF - Russian Chemical Bulletin

SN - 1066-5285

IS - 11

ER -

ID: 62819051