59850-51-0Relevant articles and documents
Preparation method of (2R, 3R)-3-methyl-3-phenylalanine
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, (2021/06/23)
The invention relates to a preparation method of (2R, 3R)-3-methyl-3-phenylalanine. The technical problems that an existing preparation method is long in route, expensive in used reagent, incapable of achieving large-scale production and the like are mainly solved. According to the technical scheme, the preparation method of the (2R, 3R)-3-methyl-3-phenylalanine comprises the following steps: condensing 2-acetamidomalonic acid diethyl ester and 1-bromoethyl benzene under the action of alkali to obtain 2-acetamido-2-(1-phenylethyl) malonic acid diethyl ester; heating and hydrolyzing in concentrated hydrochloric acid, concentrating and crystallizing to obtain erythro 3-methyl-3-phenylalanine; then performing acylation to obtain the erythro 2-acetamido-3-methyl 3-phenylalanine; splitting under the action of acetamido transferase, and obtaining (2R, 3R)-2-acetamido-3-methyl 3-phenylalanine; and finally, heating and hydrolyzing by using hydrochloric acid to obtain the product (2R, 3R)-3-methyl-3-phenylalanine (hydrochloride).
Efficient α-mannosylation of phenols: The role of carbamates as scavengers for activated glycosyl donors
Schüler, Peter,Fischer, Sebastiann.,Marsch, Michael,Oberthür, Markus
supporting information, p. 27 - 39 (2013/03/13)
The boron trifluoride activation of trichloroacetimidate donors was found to be an efficient method for the α-mannosylation of tyrosine-containing acceptors. Most notably, these conditions are compatible with the commonly used carbamate protecting groups, whereas trichloroacetimidate activation with trimethylsilyl triflate or the use of glycosyl sulfoxides led to diminished yields in the presence of carbamates. In these cases, the competing reaction of the activated donors with the carbamate group was identified as a problematic side reaction. Taking advantage of this reactivity, various glycosyl carbamates were generated for the first time under non-acidic glycosylation conditions by reaction of different Boc-protected amino acids and dipeptides with glycosyl sulfoxides under triflic anhydride activation. Georg Thieme Verlag Stuttgart · New York.
Indium(III)-catalyzed addition of diethyl acetamidomalonate to terminal alkynes: An efficient approach to β-branched α-amino acids
Angell, Paul,Blazecka, Peter G.,Lovdahl, Mark,Zhang, Ji
, p. 6606 - 6609 (2008/02/10)
(Chemical Equation Presented) The indium(III)-catalyzed Markovnikov addition of active methylene compounds to terminal alkynes has been expanded further to include diethyl acetamidomalonate. This reaction has been studied, and a practical approach to β-branched α-amino acids was developed.
