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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2291657Generated: November 1, 2026

Dicyclohexylcarbodiimide → HCID 131715815, compound

https://huagongshe.com/reaction/2291657

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactantp-ToluenesulfonateHCID 85570—
ReactantBenzyl glycinateHCID 409140—
ReactantHCID 131715816HCID 131715816—
SolventDimethylformamideHCID 6228—
ProductHCID 131715815HCID 13171581579%

Reaction Conditions

Temperature0 °C

Reaction Steps

5.6 g of Ac-Pro-Orn(Boc)-OH, 5.0 g of the tosylate of H-Gly-OBzl and 2.0 g of HOBt are dissolved in 50 ml of DMF, cooled to 0° C., and 1.9 ml of NEM and 3.4 g of DCC in 5 ml of DMF are added. The mixture is stirred at 0° C. for one hour, and at room temperature overnight. After the urea has been removed by filtration, the solvent is removed by evaporation in vacuo, and the residue is chromatographed on silica gel (system 4). 6.1 g (yield: 79%) of Ac-Pro-Orn(Boc)-Gly-OBzl remain as an oil. Rf (system 4)=0.75; MS (FAB): 519 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04797471
Source datasetuspto-grants-1989_01
ORD IDord-99491862ed224db4bb5cfc092d0a6ca6
Source noteuspto-grants-1989_01