145682-65-1

Upstream product

• 1221526-30-2 C₂₁H₂₄N₂O₂ 
• 145642-79-1 Dimethyl 2-(phenylseleno)-8-(phenylsulfonyl)-1,2(R),3,3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 145642-85-9 Dimethyl 3-phenyl-8-(phenylsulfonyl)-1,2(S),3(S),3a(R),8,8a(S)-hexahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 145642-88-2 erythro-β-Phenyl-N-(methoxycarbonyl)-1-(phenylsulfonyl)-L-tryptophan methyl ester 
• 145642-80-4 Dimethyl 8-(phenylsulfonyl)-1,3a(R),8,8a(S)-tetrahydropyrrolo<2,3-b>indole-1,2-dicarboxylate 
• 136057-11-9 dimethyl (2S,3aR,8aS)-8-benzenesulphonyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indole-1,2-dicarboxylate 
• 145642-92-8 erythro-N-(Methoxycarbonyl)-β-phenyl-L-tryptophan methyl ester 

Relevant academic research and scientific papers

Ag-catalyzed diastereo- and enantioselective synthesis of β-substituted tryptophans from sulfonylindoles

The asymmetric catalytic synthesis of β-substituted tryptophan derivatives was realized in high diastereo- and enantioselectivity by the reaction of glycine derivatives with sulfonylindoles in the presence of catalyst derived from AgCl and a commercially available chiral monodentate phosphoramidite ligand. The resulting adduct was readily converted to β-substituted tryptophan in 95% overall yield for two steps, which presented a highly efficient route to chiral β-substituted tryptophan.

Cyclic tautomers of tryptophan: Enantio- and diastereoselective synthesis of β-substituted and α,β-disubstituted derivatives of tryptophan

A method is presented for the synthesis of enantiomerically pure erythro-β-alkylated derivatives of L-tryptophan from L-tryptophan itself via the intermediacy of cyclic tryptophan tautomers. Dehydrogenation of the cyclic tryptophan tautomer 2 to 3 is achi

Conformationally restricted amino acids: Diastereoselective substitution at the β-position of L-tryptophan

Higher order cuprates add with extreme exo-facial selectivity to the chiral tetrahydropyrroloindole 3, itself prepared in enantiomerically pure form from L-tryptophan: treatment of the adducts with trifluoroacetic acid provides diastereo- and enantiomeric