343846-40-2

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 339193-58-7 4-bromo-1-tosyl-N-(tert-butoxycarbonyl)dehydrotryptophan methyl ester 
• 90481-72-4 4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-indole 
• 55477-80-0 methyl 2-[(tert-butoxycarbonyl)amino]acrylate 
• 343846-38-8 (R)-N-acetyl-4-bromo-1-tosyltryptophan methyl ester 
• 343846-36-6 (R)-N-acetyl-4-bromotryptophan methyl ester 
• 252026-08-7 N-acetyl-4-bromo-DL-tryptophan 
• 98-59-9 p-toluenesulfonyl chloride 
• 52488-36-5 4-bromo-1H-indole 
• 162893-61-0 (Z)-3-[4-Bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-acrylic acid methyl ester 

Downstream Products

• 343846-41-3 3-[4-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-2-tert-butoxycarbonylamino-propionic acid 
• 343846-42-4 N-(tert-butoxycarbonyl)-4-bromo-N-methyl-1-tosyl-D-tryptophan 

Relevant academic research and scientific papers

Enantioselective synthesis of (+)-isolysergol via ring-closing metathesis

The first enantioselective synthesis of (+)-isolysergol was completed in 12 steps from commercially available materials by a novel approach that features a late stage microwave-mediated, diastereomeric ring-closing metathesis catalyzed by a chiral molybdenum catalyst to simultaneously form the D ring and set the stereocenter at C(8).

An efficient method of synthesizing optically pure N-Boc-4-bromo-N-methyl-1-tosyl-D-tryptophan methyl ester, a key intermediate in the synthesis of optically active ergot alkaloids

Optically pure N-Boc-4-bromo-N-methyl-1-tosyl-D-tryptophan methyl ester (D-4), a key intermediate in the synthesis of optically active ergot alkaloids such as chanoclavine-I (7) and costaclavine (8), was prepared from N-acetyl-4-bromo-D-tryptophan (D-11) obtained from 4-bromoindole (9) and DL-serine (10) in two steps.