147976-16-7Relevant articles and documents
Stereoselective synthesis of protected amino alkyl epoxides
Romeo, Sergio,Rich, Daniel H.
, p. 4939 - 4942 (1994)
The mechanism of epoxidation of chiral allyl amines has been investigated. The intrinsic stereoselectivity for epoxidation is shown to be approximately 5:1 and is independent of the nitrogen substituent. However, the nature of the N-protecting group influences the stability of the undesired epoxide to the acidic media, with the minor diastereomer undergoing preferential decomposition. Conditions are reported for the highly stereoselective synthesis of epoxide 9R, an important building block in the synthesis of several enzyme inhibitors.
Facile synthetic route to (2S,3S)-3-amino-2-hydroxy-4-phenylbutyric acid and its derivatives, the key intermediates for HIV protease inhibitors
Lei, Lijun,He, Xuchang,Bai, Donglu
, p. 1535 - 1540 (2007/10/03)
A facile and efficient route to (2S,3S)-3-amino-2-hydroxy-4-phenylbutyric acid and its derivative (4S,5S)-4-benzyl-5-hydroxymethyl oxazolidin-2-one is presented. N-phthaloyl protected L-phenylalanine 1 was treated with thionyl chloride followed by hydroge
Synthesis of N-BOC-3-amino-1,2-epoxy-4-phenylbutane from (3S)-hydroxy-γ-butyrolactone by means of the Hofmann rearrangement
Murakami, Masahiro,Hinoue, Kazumasa,Nakagawa, Kazuya,Monden, Yoshiko,Furukawa, Yoshiro,Katsumura, Shigeo
, p. 77 - 80 (2007/10/03)
The stereocontrolled synthesis of the title alkylaminoepoxide was achieved starting from (3S)-hydroxy-γ-butyrolactone by efficient utilization of the Hofmann rearrangement followed by intramolecular oxazolidinone ring formation as a key step.