77919-02-9Relevant academic research and scientific papers
3-(Dimethylamino)-2,2-dimethyl-2H-azirine as an Aib Equivalent; Synthesis of Aib Oligopeptides
Obrecht, Daniel,Heimgartner, Heinz
, p. 102 - 115 (2007/10/02)
3-(Dimethylamino)-2,2-dimethyl-2H-azirine (1) reacts with carboxylic acids at 0-25 degC to give 2-acylamino-N,N,2-trimethylpropionamides (=2-acylamino-N,N-dimethylisobutyramide, acyl-Aib-NMe2) in excellent yields (Scheme 2 and 3).Examples of α-amino-, α-h
2,4-Bis(4-methylphenylthio)-1,3,2λ5,4λ5-dithiadiphosphetane-2,4-dithione: A New Reagent for Thiation of N,N-Disubstituted Amides
Wipf, Peter,Jenny, Christjohannes,Heimgartner, Heinz
, p. 1001 - 1011 (2007/10/02)
As a new reagent for the thiation of amides, the easily accessible 2,4-bis(4-methylphenylthio)-1,3,2λ5,4λ5-dithiadiphosphetane-2,4-dithione (9) shows a remarkable selectivity.This selectivity - the preferred thiation of N,N-disubstituted amides - is complementary to the one of the well known Lawesson reagent.Thiation of diamides of type 2 with 9 leads via cyclization of the corresponding dithiodiamides directly to 1,3-thiazole-5(4H)-thiones 1.
3-DIMETHYLAMINO-2,2-DIMETHYL-2H-AZIRIN ALS Aib-AEQUIVALENT BEI HETEROCYCLENSYNTHESEN; SYNTHESE VON 6-, 9-, 12- UND 15-GLIEDRIGEN RINGEN
Obrecht, Daniel,Heimgartner, Heinz
, p. 1921 - 1924 (2007/10/02)
The cyclization reaction of the dimethylamides 2b, 5, 6 and 7, resulting from the reaction of mandelic acid with the aminoazirine 1, yields the 6-, 9-, 12- and 15-membered cyclic depsipeptides 10 - 13, respectively.
Selektive Umfunktionalisierung der terminalen Amidgruppe offenkettiger Polyamide via 2-Oxazolin-5-one als Zwischenstufen
Obrecht, Daniel,Heimgartner, Heinz
, p. 482 - 487 (2007/10/02)
Treatment of aqueous or alcoholic solutions of diamides of type 2 with HCl leads to the formation of amide-acids and amide-esters of type 3 (Scheme 1 and Table).It has been shown, that 2-oxazolin-5-ones of type 4 are intermediates of this selective transf
