46229-47-4Relevant articles and documents
A synthetic amino acid N-methylation method and its product and application (by machine translation)
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Paragraph 0053; 0054; 0055, (2016/11/09)
The invention belongs to the technical field of amino acid polypeptide synthesis, discloses a synthetic amino acid N-methylation method and its product and application. This method passes the benzyl protection of a carboxyl group of the amino acid, trifluoroacetyl protection of the amino group, after methylation, get N-methylation of the amino acid. N obtained by the method of this invention-methyl (trifluoro-acetyl)-amino acid benzyl ester, can be directly used for polypeptide synthesis N-methyl structure having the amino acid benzyl ester product, and it has good selective deprotection of, its N the C-end-to-end and selectively deprotected. With foreign Ag 2 O/CH 3 I/Boc method (hypertoxic, high cost) and NaH / (CH 3 O) 2 SO 2 method compared with (hypertoxic), and the like, the method of the invention high yield, the use of the virulent reagent-free, safe and non-toxic, the operation is simple, common reagent to the raw material, the cost is low, and the structure strong pertinence, racemation a low possibility of the product obtained, it has broad industrial prospects. (by machine translation)
Mimicking enzymatic transaminations: Attempts to understand and develop a catalytic asymmetric approach to chiral α-amino acids
Bachmann, Stephan,Knudsen, Kristian Rahbek,Jorgensen, Karl Anker
, p. 2044 - 2049 (2007/10/03)
Attempts are made to build a bridge between asymmetric catalysis and enzymatic reactions by mechanistic investigations and the development of a catalytic and enantioselective approach to amination of α-keto esters by primary amines catalyzed by chiral Lewis acids as a model for transamination enzymes. Different Lewis acids can catalyze the half-transamination of α-keto esters using primary amine nitrogen sources such as pyridoxamine and 4-picolylamine. The mechanistic studies of the Lewis-acid catalyzed half-transamination using deuterium-labelled compounds show the incorporation of deuterium atoms in several positions of the α-amino acid derivative, indicating that the enol of the α-keto ester plays an important role along the reaction path. The catalytic enantioselective reactions are dependent on the pKa-value of the solvent since enantioselectivities were only obtained in solvents with high pKa-values relative to methanol. However, stronger acidic conditions generally gave better yields, but poor enantioselectivities. A series of chiral Lewis acids were screened as catalysts for the enantioselective half-transamination reactions and moderate yields and enantioselectivities of up to 46% ee were obtained.
Fischer indolization and its related compounds. XXIII. Fischer indolization of ethyl pyruvate 2-(2,6-dimethoxyphenyl)phenylhydrazone
Ishii,Sugiura,Akiyama,Ichikawa,Watanabe,Murakami
, p. 2118 - 2126 (2007/10/02)
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