123537-84-8Relevant articles and documents
(1S,2S)-2-Amino-1-phenyl-1,3-propanediol, a spin off from chloramphenicol manufacture, as chiral synthon for (1S, 2S)-pseudoephedrine and (R)-phenylalaninol
Akamanchi,Ranbhan,Shah
, p. 293 - 302 (2007/10/03)
(1S,2S)-2-Amino-1-phenyl-1,3-propanediol (3a), a discarded optically active material in one of the processes for the manufacture of chloramphenicol, has been transformed into (S,S)-pseudoephedrine (4) and (R)-phenylalaninol (5). The opposite selectivity of highly regioselective oxidative ring opening of the benzaldehyde acetal of (1S,2S)-2-phthalimido-1-phenyl-1,3-propanediol by NBS and highly regioselective ring opening of the cyclic sulphite of the same substrate by LiBr are the key steps in the transformations respectively.
An efficient synthesis of S-(+)-amphetamine
Rozwadowska
, p. 1619 - 1624 (2007/10/02)
Optically active (S)-(+)-amphetamine hydrochloride (5-HCl) was prepared from (1S,2S)-2-amino-1-phenyl-1,3-propanediol (1) via its 3-iodo intermediate (3). A phthaloyl group was used for protecting the amine function.
An efficient synthesis of (1S,2S)-1-acetoxyl-1-aryl-3-halo-2-phthalimidopropanes
Boerner,VoB
, p. 573 - 574 (2007/10/02)
-