Carbamate → HCID 22951244, compound

Participants

Reaction Steps

N-(tert-Butoxycarbamoyl)-(1S,2R)-1-(hydroxymethyl)-2methylbutylamine was prepared from N-(tert-butoxycarbamoyl)-(L)-allo-isoleucine as described in Method B1a, Step 2. The carbamate was converted to (1S,2R)-1-(chloromethyl)-2-methylbutanammonium chloride as described in Method B7b. 2-Methyl-4-nitrophenyl isothiocyanate was reacted with (1S,2R)-1-(chloromethyl)-2-methylbutanammonium chloride to Method C1e to give (4S)-2-(2-methyl-4-nitrophenylimino)-4-((2R)-2-butyl)-1,3-thiazolidine. The thiazolidine was reacted with isobutyl bromide according to Method D2a to afford (4S)-2-(2-methyl-4-nitrophenylimino)-4-((2R)-2-butyl)-3-isobutyl-1,3-thiazolidine HCl salt.

Provenance & Evidence