220587-29-1Relevant articles and documents
Enantioselective synthesis of 4-substituted phenylalanines by cross- coupling reactions
Firooznia,Gude,Chan,Marcopulos,Satoh
, p. 213 - 216 (1999)
The enantiomerically enriched BOC-protected (4- pinacolylborono)phenylalanine methyl ester (8) is produced via enzymatic resolution of the racemic material, or direct synthesis from the corresponding iodide (or triflate), and undergoes Suzuki-Miyaura coup
Synthesis of Enantiopure Unnatural Amino Acids by Metallaphotoredox Catalysis
Agejas, Javier,Barberis, Mario,De Frutos, Oscar,Faraggi, Tomer M.,García-Cerrada, Susana,MacMillan, David W. C.,Mateos, Carlos,Rincón, Juan A.,Rouget-Virbel, Caroline
, p. 1966 - 1973 (2021/08/18)
We describe herein a two-step process for the conversion of serine to a wide array of optically pure unnatural amino acids. This method utilizes a photocatalytic cross-electrophile coupling between a bromoalkyl intermediate and a diverse set of aryl halides to produce artificial analogues of phenylalanine, tryptophan, and histidine. The reaction is tolerant of a broad range of functionalities and can be leveraged toward the scalable synthesis of valuable pharmaceutical scaffolds via flow technology.
Process Development of Tryptophan Hydroxylase Inhibitor LX1031, a Drug Candidate for the Treatment of Irritable Bowel Syndrome
Bednarz, Mark S.,Iimura, Shinya,Kanamarlapudi, Ramanaiah C.,Lim, Ngiap-Kie,Wu, Wenxue,Yan, Jie,Zhang, Haiming,Zhao, Matthew M.
, p. 261 - 273 (2020/03/10)
Two process routes for LX1031, a tryptophan hydroxylase inhibitor for the treatment of irritable bowel syndrome, were developed. They shared the same left-hand and right-hand starting materials as well as the penultimate intermediate. The chiral center in