40451-67-0Relevant academic research and scientific papers
Cyclization of 4-ureidobutanoic acids in acetic anhydride
Avetisyan, S. A.,Korachov, S. L.,Azaryan, L. V.,Karapetyan, A. A.,Struchkov, Yu. T.
, p. 28 - 32 (1995)
A simple method is proposed for synthesizing 1-carbamoyl-2-pyrrolidones by cyclization of 4-ureidobutanoic acids in acetic anhydride.
BIOLOGICALLY ACTIVE ACETOGENINS FROM STEM BARK OF ASIMINA TRILOBA
Zhao, G.-X.,Rieser, M. J.,Hui, Y.-H.,Miesbauer, L. R.,Smith, D. L.,McLaughlin, J. L.
, p. 1065 - 1074 (1993)
In continuing our research with cytotoxic and pesticidal components from the stem bark of the North American paw paw, Asimina triloba, the novel cytotoxic monotetrahydrofuran Annonaceous acetogenis, cis- and trans-annonacin-A-one, cis- and trans-gigantetrocinone and cis-isoannonacin, in addition to the known compounds, trans-isoannonacin and squamolone, have been identified.Brine shrimp lethalty testing was used to direct the fractionation.The structures were elucidated by spectral analysis and/or chemical synthesis.These acetogenins have potent cytotoxicities against the human tumor cell lines of A-549 (lung carcinoma), MCF-7 (breast carcinoma) and HT-29 (colon adenocarcinoma). Key Word Index: Asimina triloba; Annonaceae; stem bark; acetogenins; cis- and trans-annonacin-A-one; cis- and trans-gigantetrocinone; cis- and trans-isoannonacin; squamolone.
Dibutylphosphate (DBP) mediated synthesis of cyclic N,N′- disubstituted urea derivatives from amino esters: A comparative study
Agrawal, Sumit K.,Sathe, Manisha,Kaushik, M. P.,Halve, A. K.
supporting information, p. 5996 - 5999,4 (2020/08/20)
The N,N′-disubstituted urea derivatives such as amino acid hydantoins and dihydrouracil derivatives were prepared starting from natural and unnatural amino acid esters using dibutylphosphate (DBP). During the attempted synthesis of N-heterocycles with larger than six-membered rings containing the N,N′-disubstituted urea functionalities, three unexpected products namely squamolone, N-methyl pyrrolidine-2-one, and diketopiperazine were isolated.
A biogenetically inspired heterodimerization approach to the synthesis of the core structure of the alkaloid fissoldhimine
Twin, Heather,Wen, Wendy W.-H.,Powell, David A.,Lough, Alan J.,Batey, Robert A.
, p. 1841 - 1844 (2008/02/05)
A biogenetically inspired heterodimerization reaction of N-substituted 2-pyrroline equivalents leads to the tricyclic core of the alkaloid fissoldhimine. Thus, pyrrolidin-2-ol derivatives, in which the nitrogen atom is substituted either with urea or thio
Process for preparing derivatives of isopropenyl-α, α-dimethylbenzyl isocyanate
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Page/Page column 12, (2008/06/13)
A process for preparing blocked derivatives of m- or p- isopropenyl-α,α-dimethylbenzyl isocyanates, comprising reacting a meta- or a para-isopropenyl-α,α-dimethylbenzyl carbamate ester with hydroxy functional blocking group, such as hydroxyethylene-ethyleneurea, hydroxyethylenepropylene urea, dialkylaminoethanol and dialkylamino propanol
Chemical constituents of Polyalthia suberosa. A one-pot synthesis of 1-carbamoylpyrrolidin-2-one, a constituent of the plant
Sahai, Mahendra,Srivastava, Anjani,Jamal, Parveen,Sinha, Subhash C.,Singh, Ajay P.,Fujimoto, Yoshinori
, p. 510 - 511 (2007/10/03)
1-Carbamoylpyrrolidin-2-one (1) and tetrahydropalmatine (3) have been isolated from the bark of Polyalthia suberosa. A simple one-step synthesis of 1 is reported.
Synthesis of carbocyclic nucleosides from 2-azabicyclo[2.2.1]hept-5-en-3-ones: Sodium borohydride-mediated carbon-nitrogen bond cleavage of five- and six-membered lactams
Katagiri,Muto,Nomura,Higashikawa,Kaneko
, p. 1112 - 1122 (2007/10/02)
Various carbocyclic ribofuranosyl nucleosides were stereoselectively synthesized through a small number of steps from 2-azabicyclo[2.2.1]hept-5-en-3-ones by the use of sodium borohydride-mediated C-N bond cleavage as a key step. Ready availability of a no
1,3-Diazepinones. 2. The Correct Structure of Squamolone as 1-Carbamoyl-2-pyrrolidinone and Synthesis of Authentic Perhydro-1,3-diazepine-2,4-dione
Marquez, Victor E.,Kelley, James A.,Driscoll, John S.
, p. 5308 - 5312 (2007/10/02)
The natural product squamolone,previously reported as 4-oxoperhydro-1,3-diazepin-2-one (1), was found to be instead 1-carbamoyl-2-pyrrolidinone (2).An unequivocal synthesis of the diazepinedione 1 starting from glutaric acid monoamide (6) produced the desired compound in five steps.Diborane reduction of 1 yielded the known perhydro-1,3-diazepin-2-one (10, tetramethyleneurea), confirming the seven-membered-ring structure of 1.A detailed analysis of the IR, NMR, and mass spectra of squamolone (2) and its isomer 1 is presented.A one-step synthesis of squamolone (2) starting with 4-aminobutyric acid 3 is reported.
