188633-70-7

Upstream product

• 13734-41-3 t-Boc-L-valine 
• 4381-25-3 (S)-S-methyl-S-phenylsulfoximine 

Downstream Products

• 188633-84-3 (S_S)-N-(N-tert-butyloxycarbonyl-L-valinyl S-phenyl sulfonimidoyl methyl)-N-(O-allyl-L-valinyl)carboxyamide 
• 1408337-22-3 (Ss,Sc)-N-[3,5-bis(trifluoromethyl)phenyl]-N'-[1'-(S-methyl-S-phenylsulfonimidoylmethyl)-2'-methylpropyl]thiourea 
• 188633-69-4 C₃₀H₄₁N₃O₇S 

Relevant academic research and scientific papers

Synthesis of chiral sulfoximine-based thioureas and their application in asymmetric organocatalysis

For the first time, chiral sulfoximine derivatives have been applied as asymmetric organocatalysts. In combination with a thioureatype backbone the sulfonimidoyl moiety leads to organocatalysts showing good reactivity in the catalytic desymmetrization of a cyclic meso-anhydride and moderate enantioselectivity in the catalytic asymmetric Biginelli reaction. Straightforward synthetic routes provide the newly designed thiourea-sulfoximine catalysts in high overall yields without affecting the stereohomogeneity of the sulfur-containing core fragment.

A mild synthetic procedure for the preparation of N-alkylated sulfoximines

N-Alkylated sulfoximines have been synthesized in good yields by acylation of NH-sulfoximines followed by carbonyl reduction with complexed boranes. Enantiopure substrates react without racemization, and stereogenic centers originating from the acylating component are retained. If the acylation is performed by DCC coupling, this two-step procedure represents a rare example of a formal N-alkylation of sulfoximines under base-free conditions.

Synthesis of pseudopeptides with sulfoximines as chiral backbone modifying elements

The synthesis of pseudopeptides with a chiral α-sulfonimidoylcarboxy moiety in the backbone is described. Starting from readily available (Ss)-S-methyl S-phenyl sulfoximine and various cyclic and acyclic α-amino acids the desired products are o

Sulfoximines in pseudopeptides

Syntheses of sulfoximine-containing pseudopeptides of type 2 are reported. Intramolecurar hydrogen bonds have been revealed by NMR spectroscopy.