1,1'-Carbonyldiimidazole → (2S,4S)-4-(4-Methoxybenzylthio)-2-[3-methyl-4-(4-nitrobenzyloxycarbonyl)piperazin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Participants

Role	Name	HCID	Charge
Reactant	1,1'-Carbonyldiimidazole	HCID 68263	—
Reactant	(2S,4S)-4-(4-methoxybenzyl)thio-1-(4-nitrobenzyloxycarbonyl)-L-proline	HCID 15297071	—
Reactant	2-Methyl-1-(4-nitrobenzyloxycarbonyl)piperazine	HCID 19770182	—
Product	(2S,4S)-4-(4-Methoxybenzylthio)-2-[3-methyl-4-(4-nitrobenzyloxycarbonyl)piperazin-1-ylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine	HCID 86751991	83.9%

Reaction Steps

Following a procedure similar to that described in Preparation 1(i), but using 3.06 g of (2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid, 1.34 g of N,N-carbonyldiimidazole and 2.30 g of 2-methyl-1-(4-nitrobenzyloxycarbonyl)piperazine, 4.07 g of the title compound were obtained.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US05712267
Source dataset	uspto-grants-1998_01
ORD ID	ord-b7d0b05b032441d3958f46bf69970073
Source note	uspto-grants-1998_01