184046-63-7

Upstream product

• 106014-83-9 2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol 
• 186144-33-2 Acetic acid (S)-2-(4-benzyloxy-2-nitro-phenyl)-3-methanesulfonyloxy-propyl ester 

Downstream Products

• 128049-48-9 (-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(((methanesulfonyl)oxy)methyl)indoline 
• 128049-50-3 (-)-(3R)-1-((tert-butyloxy)carbonyl)-6-hydroxy-3-(((methanesulfonyl)oxy)methyl)indoline 
• 128049-46-7 (-)-(3R)-6-(benzyloxy)-1-((tert-butyloxy)carbonyl)-3-(hydroxymethyl)indoline 
• 183853-94-3 Acetic acid (R)-6-benzyloxy-1-{4-[(4-formylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-2,3-dihydro-1H-indol-3-ylmethyl ester 
• 183858-76-6 Acetic acid (R)-6-benzyloxy-1-[4-({4-[(4-formylamino-1-methyl-1H-pyrrole-2-carbonyl)-amino]-1-methyl-1H-pyrrole-2-carbonyl}-amino)-1-methyl-1H-pyrrole-2-carbonyl]-2,3-dihydro-1H-indol-3-ylmethyl ester 
• 183853-93-2 Acetic acid (R)-6-benzyloxy-1-(4-formylamino-1-methyl-1H-pyrrole-2-carbonyl)-2,3-dihydro-1H-indol-3-ylmethyl ester 

Relevant academic research and scientific papers

Enzymatic preparation of an optically active precursor of the CC-1065/duocarmycin pharmacophore

Acetylation of 2-[4-(benzyloxy)-2-nitrophenyl]propane-1,3-diol with vinyl acetate in the presence of porcine pancreatic lipase gave the (R)-mono-acetate (ee = 92%). The (S)-mono-acetate was obtained via acetylation of the diol followed by transesterificat

Synthesis and evaluation of the hybrid molecules possessing DNA-cleaving activity

The design and synthesis of enantiomerically enriched hybrid molecules, 1a-c and 2a-c, have been accomplished by employing the lipase-mediated asymmetric acetylation of prochiral diol 9 as the key step. Evaluation of their DNA-cleaving activity has revealed the unnatural type of enantiomer 2a-c to be more potent than 1a-c with natural configuration.