Glycine N-carboxyanhydride is an organic compound with the formula HNCH(CO)2O. A colorless solid, it is the product of the phosgenation of glycine.[4][5] Glycine N-carboxyanhydride is the simplest member of the amino acid N-carboxyanhydrides. It is also the parent of the 2,5-oxazolidinedione family of heterocycles.
^Kanazawa, Hitoshi; Matsuura, Yoshiki; Tanaka, Nobuo; Kakudo, Masao; Komoto, Tadashi; Kawai, Tohru (1976). "The Crystal and Molecular Structure ofN-Carboxy Anhydride of Glycine". Bulletin of the Chemical Society of Japan. 49 (4): 954–956. doi:10.1246/bcsj.49.954.
^Wilder, Renee; Mobashery, Shahriar (1992). "The use of triphosgene in preparation of N-carboxy .alpha.-amino acid anhydrides". The Journal of Organic Chemistry. 57 (9): 2755–2756. doi:10.1021/jo00035a044.
^"Oxazolidine-2,5-dione". pubchem.ncbi.nlm.nih.gov. Retrieved 5 April 2022.
^Kricheldorf HR (September 2006). "Polypeptides and 100 years of chemistry of alpha-amino acid N-carboxyanhydrides". Angewandte Chemie. 45 (35): 5752–84. doi:10.1002/anie.200600693. PMID 16948174.
^Tian ZY, Zhang Z, Wang S, Lu H (October 2021). "A Moisture-Tolerant Route to Unprotected α/β-Amino Acid N-carboxyanhydrides and Facile Synthesis of Hyperbranched Polypeptides". Nature Communications. 12 (1): 5810. Bibcode:2021NatCo..12.5810T. doi:10.1038/s41467-021-25689-y. PMC8490447. PMID 34608139.
^Sucu BO, Ocal N, Erden I (2015). "Direct synthesis of imidazolidin-4-ones via cycloadditions of imines with a Leuchs' anyhdride". Tetrahedron Letters. 56 (20): 2590–2. doi:10.1016/j.tetlet.2015.04.002.
glycine, carboxyanhydride, organic, compound, with, formula, hnch, colorless, solid, product, phosgenation, glycine, simplest, member, amino, acid, carboxyanhydrides, also, parent, oxazolidinedione, family, heterocycles, namespreferred, iupac, name, oxazolidin. Glycine N carboxyanhydride is an organic compound with the formula HNCH CO 2O A colorless solid it is the product of the phosgenation of glycine 4 5 Glycine N carboxyanhydride is the simplest member of the amino acid N carboxyanhydrides It is also the parent of the 2 5 oxazolidinedione family of heterocycles Glycine N carboxyanhydride NamesPreferred IUPAC name 1 3 Oxazolidine 2 5 dioneOther names glycine N carboxyanhydrideIdentifiersCAS Number 2185 00 4 Y3D model JSmol Interactive imageChemSpider 67684ECHA InfoCard 100 016 882EC Number 218 570 6PubChem CID 75136UNII 9V6987Y758CompTox Dashboard EPA DTXSID80176257InChI InChI 1S C3H3NO3 c5 2 1 4 3 6 7 2 h1H2 H 4 6 Key ARAFEULRMHFMDE UHFFFAOYSA NSMILES C1C O OC O N1PropertiesChemical formula C 3H 3N O 3Molar mass 101 061 g mol 1Appearance white solidDensity 1 74 g cm3 1 Melting point 96 98 2 C 205 208 F 369 371 K HazardsGHS labelling 3 PictogramsSignal word DangerHazard statements H315 H318 H335Precautionary statements P261 P264 P264 P265 P271 P280 P302 P352 P304 P340 P305 P354 P338 P317 P319 P321 P332 P317 P362 P364 P403 P233 P405 P501Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesOther derivatives Edit2 5 Oxazolidinediones can also be prepared from Schiff base derivatives of amino acids 6 See also Edit2 4 Oxazolidinedione parent ring found in a variety anticonvulsant drugs References Edit Kanazawa Hitoshi Matsuura Yoshiki Tanaka Nobuo Kakudo Masao Komoto Tadashi Kawai Tohru 1976 The Crystal and Molecular Structure ofN Carboxy Anhydride of Glycine Bulletin of the Chemical Society of Japan 49 4 954 956 doi 10 1246 bcsj 49 954 Wilder Renee Mobashery Shahriar 1992 The use of triphosgene in preparation of N carboxy alpha amino acid anhydrides The Journal of Organic Chemistry 57 9 2755 2756 doi 10 1021 jo00035a044 Oxazolidine 2 5 dione pubchem ncbi nlm nih gov Retrieved 5 April 2022 Kricheldorf HR September 2006 Polypeptides and 100 years of chemistry of alpha amino acid N carboxyanhydrides Angewandte Chemie 45 35 5752 84 doi 10 1002 anie 200600693 PMID 16948174 Tian ZY Zhang Z Wang S Lu H October 2021 A Moisture Tolerant Route to Unprotected a b Amino Acid N carboxyanhydrides and Facile Synthesis of Hyperbranched Polypeptides Nature Communications 12 1 5810 Bibcode 2021NatCo 12 5810T doi 10 1038 s41467 021 25689 y PMC 8490447 PMID 34608139 Sucu BO Ocal N Erden I 2015 Direct synthesis of imidazolidin 4 ones via cycloadditions of imines with a Leuchs anyhdride Tetrahedron Letters 56 20 2590 2 doi 10 1016 j tetlet 2015 04 002 This article about a heterocyclic compound is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Glycine N carboxyanhydride amp oldid 1170995339, wikipedia, wiki, book, books, library,
