Synthesis of Ethyl cis- and trans-4-Chloro-5-oxo-1,2-diphenylpyrrolidine-2-carboxylate

Martirosyan, A. O.; Hovhanesyan, V. E.; Gasparyan, S. P.; Karapetyan, A. A.; Panosyan, G. A.; Martirosyan, V. O.

doi:10.1023/b:cohc.0000046689.59548.e0

Cited by 5 publications

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“…The title compound was synthesized by cycloalkylation of ethyl-2-[2,3-dichloropropyl(phenyl)carboxamido]-2-phenylacetate in phase-transfer catalysis condition as it is described by (Martirosyan et al, 2000(Martirosyan et al, , 2004. The crystals were grown from ethanol solution.…”

Section: S2 Experimentalmentioning

confidence: 99%

Ethyl 1-benzoyl-4-chloro-2-phenylprolinate

et al. 2007

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Key indicators: single-crystal X-ray study; T = 293 K; mean (C-C) = 0.004 Å; disorder in main residue; R factor = 0.060; wR factor = 0.141; data-to-parameter ratio = 20.3.The title compound, C 20 H 20 ClNO 3 , belongs to a family of nonnucleoside reverse transcriptase inhibitors (NNRTI). It crystallizes with two independent molecules, A and B, in the asymmetric unit. In molecule A, the pyrrolidine ring is disordered between two positions with occupancies of 0.650 (2) and 0.350 (2), corresponding to two isomers, viz. 2R,4R and 2R,4S, respectively. The disorder of the pyrrolidine ring in molecule B [occupancies 0.512 (3) and 0.488 (3)] corresponds to the other two isomers, viz. 2S,4R and 2S,4S, respectively, showing that all four possible isomers are present in the crystal structure.

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Section: S2 Experimentalmentioning

confidence: 99%

Ethyl 1-benzoyl-4-chloro-2-phenylprolinate

et al. 2007

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“…For details of the synthesis, see: Martirosyan et al (2000Martirosyan et al ( , 2004. For details of the pharmacological properties of compounds of this family, see: De Clercq (1996).…”

Section: Related Literaturementioning

confidence: 99%

1-Benzyl-2-(1H-indol-3-yl)-5-oxopyrrolidine-2-carbonitrile

et al. 2008

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“…For details of the synthesis, see: Martirosyan et al (2000Martirosyan et al ( , 2004. For details of the pharmacological properties of compounds of this family, see: De Clercq (1996).…”

Section: Related Literaturementioning

confidence: 99%

“…The title compound was synthesized by the cycloalkylation of N1-cyano(phenyl)methyl-N1-(4-methylphenyl)-3-chloropropanamide under phase-transfer catalysis conditions and then by hydrolysis in concentrated sulfuric acid as it is described by Martirosyan et al, 2000Martirosyan et al, , 2004. The compound as synthesized is a racemic mixture of molecules (2R and 2S)-1-(4-methylphenyl)-5-oxo-2-phenyltetrahydro-1H -2-pyrrolecarboxamide.…”

Section: S2 Experimentalmentioning

confidence: 99%

1-(4-Methylphenyl)-5-oxo-2-phenylpyrrolidine-2-carboxamide–methanol (1/1)

et al. 2007

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1‐(4‐Methylphenyl)‐5‐oxo‐2‐phenylpyrrolidine‐2‐carboxamide is a potential anti‐human immunodeficiency virus type 1 (HIV‐1) non‐nucleoside reverse transcriptase inhibitor. In the title compound, C18H18N2O2·CH4O, the pyrrolidine ring has a well expressed envelope conformation. The 1‐(4‐methylphenyl)‐5‐oxo‐2‐phenylpyrrolidine‐2‐carboxamide molecules are connected into infinite chains via hydrogen bonding with CH3OH solvent molecules.

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Synthesis of Ethyl cis- and trans-4-Chloro-5-oxo-1,2-diphenylpyrrolidine-2-carboxylate

Cited by 5 publications

References 0 publications

Ethyl 1-benzoyl-4-chloro-2-phenylprolinate

Ethyl 1-benzoyl-4-chloro-2-phenylprolinate

1-Benzyl-2-(1H-indol-3-yl)-5-oxopyrrolidine-2-carbonitrile

1-(4-Methylphenyl)-5-oxo-2-phenylpyrrolidine-2-carboxamide–methanol (1/1)

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