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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156945Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 12802599, compound

https://huagongshe.com/reaction/1156945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantSemicarbazide hydrochlorideHCID 11236—
ReactantBenzyloxycarbonyl-L-phenylalanineHCID 70878—
Reactant3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 12802599HCID 12802599—

Reaction Steps

In 5 ml of water is dissolved 2.50 g (22 mM) of NH2NHCONH2.HCl, the solution is neutralized with 3.14 ml of TEA, and 40 ml of DMF is added. To this solution are added 3.0 g of Z-Phe-OH, 2.0 g of HONB and 2.3 g of DCC. The mixture is stirred for 24 hours, the precipitated DCU filtered off, the solvent distilled off and the residue dissolved in 200 ml of ethyl acetate. The solution is washed with aqueous sodium hydrogen carbonate and water in that order and dried over anhydrous sodium sulfate. The solvent is then distilled off, the residue is treated with ether, and crystals are collected by filtration. Yield 2.7 g; m.p. 119°-121° C., [α]D21.5 -14.4° (c=1.01, DMF), Rf1 0.29.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04337247
Source datasetuspto-grants-1982_06
ORD IDord-055a1209ba544ccfb907a4d0f8d1caf8
Source noteuspto-grants-1982_06