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Synthese von rac‐threo und rac‐erythro ‐α‐(2, 2‐Dichloracetamido)‐β‐hydroxy‐ p ‐nitrohydrozimtaldehyd
Author(s) -
Zanetti G.,
Vogler K.
Publication year - 1969
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19690520407
Subject(s) - chemistry , diastereomer , chloramphenicol , stereochemistry , antibiotics , biochemistry
rac ‐ threo ‐α‐(2, 2‐Dichloroacetamido)‐β‐hydroxy‐ p ‐nitrohydrocinnamaldehyde (3) and rac ‐ erythro ‐α‐(2, 2‐dichloroacetamido)‐β‐hydroxy‐ p ‐nitrohydrocinnamaldehyde (4) were synthesized starting from α‐acetamido‐ p ‐nitroacetophenone (7) , and their structures were proved b n− reduction to rac ‐chloramphenicol (19) and rac ‐ erythro ‐2‐(2, 2‐dichloroacetamido)‐1‐( p ‐nitrophenyl) v 1, 3‐propanediol (14) respectively. 3 exhibited only low antibacterial activity compared to rac ‐chloramphenicol (19) .