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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 989956Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 53783383, compound

https://huagongshe.com/reaction/989956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-Carbobenzoxy-L-valineHCID 726987—
ReactantHCID 16578051HCID 16578051—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 53783383HCID 53783383—

Reaction Steps

To a cooled solution or 4-methoxybenzyl 3-hydroxybenzoate (7.7g, 29.8 mmole), 4-dimethylaminopyridine (0.73g, 6 mmole) and N-benzyloxycarbonyl-L-valine (8.3 g, 33 mmole) in 100 ml dichloromethane was added dicyclohexyl-carbodiimide (7.22 g, 35 mmole) and the mixture was stirred for 2 days at room temperature. The mixture was cooled and the urethane was filtered. The solution was evaporated and ethyl acetate (250 ml) was added. The organic phase was washed twice with 5% acetic acid; 5% sodium hydrogencarbonate and water. The organic phase was dried with sodium sulfate and evaporated under reduced pressure. The product was isolated by silica gel column chromatography with hexane/ethyl acetate. Yield: 13.9 g=94%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06458772B1
Source datasetuspto-grants-2002_10
ORD IDord-899e27308af945c9a456b5ad827cda7f
Source noteuspto-grants-2002_10