159526-70-2

Upstream product

• 159526-69-9 (2S,3R)-3-(4-Benzyloxy-3-chloro-phenyl)-3-hydroxy-2-(4-nitro-benzenesulfonyloxy)-propionic acid ethyl ester 
• 2420-16-8 4-hydroxy-3-chlorobenzaldehyde 
• 202577-83-1 2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-oxo-propionic acid ethyl ester 
• 159526-68-8 (2S,3R)-3-(4-Benzyloxy-3-chloro-phenyl)-2,3-dihydroxy-propionic acid ethyl ester 
• 159526-67-7 (E)-3-(4-benzyloxy-3-chlorophenyl)acrylic acid ethyl ester 
• 123-08-0 4-hydroxy-benzaldehyde 
• 202577-85-3 3-(4-Benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester 
• 202577-82-0 3-(4-Benzyloxy-3-chloro-phenyl)-3-oxo-propionic acid ethyl ester 
• 66422-84-2 4-benzyloxy-3-chlorobenzaldehyde 

Downstream Products

• 791765-20-3 (2R,3R)-2-Amino-3-(4-benzyloxy-3-chloro-phenyl)-3-hydroxy-propionic acid ethyl ester 
• 159526-71-3 (2R,3R)-2-Azido-3-(4-benzyloxy-3-chloro-phenyl)-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid ethyl ester 

Relevant academic research and scientific papers

Baker's yeast mediated enantiospecific synthesis of anti-(2R,3R)-p-chloro-3-hydroxytyrosine: An α-amino-β-hydroxy acid of vancomycin

Baker's yeast mediated reduction of α-azido-β-keto ester lead to reduction of the carbonyl group with high enantiospecificity and diastereoselectivity at low pH (4.0, e.e. >99%, d.e. 79%). At pH ~7, although the enantioselectivity is maintained, the diastereoselectivity is lost.

An expeditious approach for the synthesis of β-hydroxy aryl α-amino acids present in vancomycin

Stereoselective synthesis of the β-hydroxyaryl amino acids which constitute C and E rings of vancomycin is described making use of benzylic oxidation and asymmetric dihydroxylation as the key steps.