127628-16-4

Upstream product

• 76513-69-4 (2-trimethylethylsilylethoxy)methyl chloride 
• 127628-10-8 dimethyl (2S,3aR,8aS)-8-p-tolylsulphonyl-1,2,3,3a,8,8a-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 66377-68-2 N-(methoxycarbonyl)-L-tryptophan methyl ester 
• 79465-82-0 L-(2β,3aα,8aα)-1,2,3,3a,8,8a-hexahydro-1,2-dimethoxycarbonylpyrrolo<2,3-b>indole 

Relevant academic research and scientific papers

Enantiospecific Synthesis with Amino Acids. Part 1. Tryptophan as a Chiron for the Synthesis of α-Substituted Tryptophan Derivatives

Nα-Methoxycarbonyl-(S)-tryptophan methyl ester is cyclised with 85percent phosphoric acid to give (2S,3aR,8aS)-1,2-bis(methoxycarbonyl)-1,2,3,3a,8,8a-hexahydropyrroloindole which on reaction with toluene-p-sulphonyl chloride gives (2S,3a

Asymmetric Synthesis of α-Alkylated Tryptophan Derivatives

L-Tryptophan has been converted, by the alkylation of the hexahydropyrropoindole (7), followed by ring opening, to α-alkylated tryptophan derivatives with overall retention of configuration.