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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074018Generated: October 31, 2026

1-Hydroxybenzotriazole → HCID 14858892, compound

https://huagongshe.com/reaction/1074018

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantProline benzyl ester hydrochlorideHCID 2733413—
ReactantHCID 14858914HCID 14858914—
SolventDichloromethaneHCID 6344—
ProductHCID 14858892HCID 1485889289.2%

Reaction Steps

Nα -o-nitrobenzenesulfonyl-Nε -benzyloxycarbonyl-L-lysine dicyclohexylamine (6.46 g, 10 mmole), proline benzylester hydrochloride (2.41 g, 10 mmole) and HOBT (1.35 g, 10 mmole) were dissolved in methylene chloride (30 ml), and WSC hydrochloride (1.97 g, 10 mmole) was added thereto at -30° C. The mixture was stirred for 2 hours at less than 0° C., and then overnight at room temperature, and methylene chloride (70 ml) was added to the solution. The solution was washed with 5% aqueous sodium bicarbonate (100 ml, twice), 5% aqueous citric acid (100 ml, twice) and water (100 ml, once) in the order given, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain Nα -o-nitrobenzenesulfonyl-Nε -benzyloxycarbonyl-L-lysyl-L-proline benzylester (yield: 5.82 g, 89.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971993
Source datasetuspto-grants-1990_11
ORD IDord-38bf949f67334b0aa42439a96b16e3c8
Source noteuspto-grants-1990_11