570377-06-9

Upstream product

• 501-53-1 benzyl chloroformate 
• 1080-06-4 L-Tyr-OMe 
• 570377-03-6 2-benzyloxycarbonylamino-3-[3-(7-bromo-3-hydroxy-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester 
• 570377-12-7 2-benzyloxycarbonylamino-3-[3-(7-bromo-3-chloro-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester 
• 570377-05-8 4-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-04-7 2-benzyloxycarbonylamino-3-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester 
• 570377-13-8 {2-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid benzyl ester 
• 3417-91-2 L-tyrosine methyl ester HCl 
• 13512-31-7 N-(benzyloxycarbonyl)-L-tyrosine methyl ester 
• 50-00-0 formaldehyd 
• 793724-28-4 4-[3-(7-bromo-2-trimethylsilanyloxy-1H-indol-3-yl)-4-hydroxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 

Downstream Products

• 793724-16-0 4-{3-[7-bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-hydroxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-02-5 4-{3-[1-benzyl-7-bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-2,3-dihydro-1H-indol-3-yl]-4-benzyloxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-15-0 4-{3-[1-benzyl-7-bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-benzyloxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-17-2 4-{3-[1'-benzyl-3'-formyl-3-(2-formyl-oxazol-5-yl)-1-methoxymethyl-2',3'-dihydro-1H,1'H-[4,7']biindolyl-3'-yl]-4-benzyloxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-00-3 4-(3-{1'-benzyl-3'-formyl-3-[2-(methoxyimino-methyl)-oxazol-5-yl]-1-methoxymethyl-2',3'-dihydro-1H,1'H-[4,7']biindolyl-3'-yl}-4-benzyloxy-benzyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-16-1 4-{3-[1'-benzyl-3'-hydroxymethyl-3-(2-hydroxymethyl-oxazol-5-yl)-1-methoxymethyl-2',3'-dihydro-1H,1'H-[4,7']biindolyl-3'-yl]-4-benzyloxy-benzyl}-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 
• 570377-07-0 C₇₉H₈₈N₄O₈Si₂ 
• 570377-14-9 4-[3-[7-bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-(tert-butyl-dimethyl-silanyloxy)-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester 

Relevant academic research and scientific papers

Chemistry and biology of diazonamide A: Second total synthesis and biological investigations

As an especially unique target for chemical synthesis, diazonamide A has the potential to be constructed through a plethora of synthetic routes, each attended by different challenges and opportunities for discovery. In this article, we detail our second total synthesis of diazonamide A through a sequence entirely distinct from that employed in our first campaign, one whose success required the development of several special strategies and tactics. We also disclose our complete studies regarding the chemical biology of diazonamide A and its structural congeners, and more fully delineate the scope of our protocol for Robinson-Gabriel cyclodehydration using pyridine-buffered POCl 3.

The second total synthesis of diazonamide A

The uniquely woven, highly strained molecular architecture and the potent antitumor activity of diazonamide A (1) make this natural product an attractive synthetic target. The key steps in this total synthesis of 1 include a novel Sml2-induced