15440-34-3Relevant academic research and scientific papers
Tritylamine as an ammonia surrogate in the ugi reaction provides access to unprecedented 5-sulfamido oxazoles using burgess-type reagents
Bhela, Irene Preet,Del Grosso, Erika,Pirali, Tracey,Serafini, Marta,Tron, Gian Cesare
, p. 3610 - 3614 (2021)
Starting from a wide range of α-acylamino amide substructures synthesized using tritylamine as an ammonia surrogate in the Ugi reaction, Burgess-type reagents enable cyclodehydration and afford unprecedented oxazole scaffolds with four points of diversity, including a sulfamide moiety in the 5-position. The synthetic procedure employs readily available starting materials and proceeds smoothly under mild reaction conditions with good tolerance for a variety of functional groups, coming to fill a gap in the field of oxazole compounds.
PREPARATION OF D-PENICILLAMINE. REACTION OF PENILLOIC ACID, PENICILLOIC ACID α-AMIDES AND BENZYLPENICILLIN WITH N,N'-DIPHENYLETHYLENEDIAMINE
Ogawa, Toshihisa,Tomisawa, Kazuyuki,Sota, Kaoru
, p. 2815 - 2824 (2007/10/02)
Reaction of benzylpenilloic acid (1) with N,N'-diphenylethylenediamine (2) in mixture of water, acetic acid and toluene under reflux yielded D-penicillamine (4).In a similar way, 4 was also obtained from benzyl- and phenoxymethylpenicilloic acid α-amides (6a-f) and benzylpenicillin potassium salt (13).The structures of the byproducts formed in these reactions were also determined.
Studies related to Penicillins. Part 20. The Mechanism of the Rearangement of Methyl Benzylpenicillinate to Methyl Benzylpenillonate
Sharma, Rajiv,Stoodley, Richard J.
, p. 2001 - 2008 (2007/10/02)
In boiling benzene containing a trace of iodine, methyl benzylpenicillinate (1) isomerises to methyl benzylpenillonate (10a).The rearrangement is triggered by a 4,7-bond cleavage of the penicillinate (1a) and probably involves the formation of methyl (4S)
