921-74-4Relevant articles and documents
Stereospecific Synthesis of 3,4-Dihydro-2 H-naphtho-1,4-oxazin-2-ones by Unification of Benzoxepine-4-carboxylates with Chiral Amino Acid Ethyl Esters
Bhimapaka, China Raju,Kasagani, Veera Prasad,Kurma, Siva Hariprasad
supporting information, p. 2976 - 2983 (2020/03/23)
A novel and efficient stereocontrolled method has been developed for the preparation of chiral 3,4-dihydro-2H-naphtho[1,2-b][1,4]oxazin-2-ones by the reaction of benzoxepine-4-carboxylates with chiral amino acid ethyl esters for the first time. The chiral 3,4-dihydro-2H-naphtho-1,4-oxazinones have been achieved in one step by the formation of C-N, C-C, and C-O bonds.
Synthetic studies toward paraherquamides E and F and related 13C-labeled putative biosynthetic intermediates: stereocontrolled synthesis of the α-alkyl-β-methylproline ring system
Sommer, Konrad,Williams, Robert M.
, p. 7106 - 7111 (2008/12/20)
A substituted 2R-allyl-3S-methylproline ethyl ester suitable for elaboration to paraherquamides E, F and related 13C-labeled putative biosynthesis intermediates have been prepared efficiently in six steps and?24% overall yield. The key steps are a 5-exo-trig cyclization of a zinc enolate on an unactivated alkene and a stereocontrolled alkylation of the enolate formed from 3S-methyl-pyrrolidine-1,2R-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester.
Synthesis of tert-Leucine and Related Amino Acids
Groth, Ulrich,Huhn, Thomas,Porsch, Bettina,Schmeck, Carsten,Schoellkopf, Ulrich
, p. 715 - 720 (2007/10/02)
The 2,5-dialkoxypyrazines 3a and b were prepared in three steps from methyl glycinate hydrochloride (1) in an overall yield of 18 and 63 percent.Upon the addition of lithium organyls to 3b and subsequent acid hydrolysis the ethyl glycinates rac-7 were obtained.Key Words: tert-Leucine / Amino acids / Glycine cation equivalents / Bislactim ether method