217796-98-0

Upstream product

• 217796-96-8 (2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-2-{(S)-1-methoxycarbonyl-2-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-ethylcarbamoyl}-2,3,3a,8a-tetrahydro-pyrrolo[2,3-b]indole-1,8-dicarboxylic acid di-tert-butyl ester 
• 217796-94-6 (S)-2-Amino-3-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-propionic acid methyl ester 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 217796-97-9 (S)-2-{[(2S,3aR,8aR)-3a-(1,1-Dimethyl-allyl)-1,2,3,3a,8,8a-hexahydro-pyrrolo[2,3-b]indole-2-carbonyl]-amino}-3-[1-(2-nitro-benzyl)-1H-imidazol-4-yl]-propionic acid methyl ester 

Relevant academic research and scientific papers

The first total synthesis of roquefortine D

The synthesis of roquefortine D (1), an alkaloid isolated from the cultures of Penicillium roqueforti, is described. The absolute stereochemistry of the natural product was determined by comparison of its optical rotation with that of the synthetic product. A photo-cleavable o- nitrobenzyl group was utilized for histidine side chain protection, and the cyclization to the diketopiperazine was carried out under mild conditions.