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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156947Generated: November 1, 2026

Dicyclohexylcarbodiimide → HCID 12802623, compound

https://huagongshe.com/reaction/1156947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant3a,4,7,7a-Tetrahydro-2-hydroxy-4,7-methano-1H-isoindole-1,3(2H)-dioneHCID 89529—
Reactant(2R)-2-(((tert-butoxy)carbonyl)amino)-4-carbamoylbutanoic acidHCID 2724760—
ReactantHCID 12802621HCID 12802621—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 12802623HCID 12802623—

Reaction Steps

0.85 g of Z-Gly-MePhe-NHNHCONH2 is subjected to catalytic reduction in methanol, dissolved in 10 ml of DMF, and after ice-cooling, 0.50 g of BOC-(D)-Gln-OH, 0.40 g of HONB and 0.45 g of DCC are added. The mixture is stirred for 15 hours, the precipitated DCU filtered off and the solvent distilled off. The residue is dissolved in n-butanol, washed with a saturated aqueous solution of sodium hydrogen carbonate and water in that order and dried over anhydrous sodium sulfate. The solvent is distilled off, treated with ether and filtered to obtain a powder. Yield 0.82 g; m.p. 124°-128° C.; [α]D24 -36.5° (c=1.0, DMF); Rf1 0.11.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04337247
Source datasetuspto-grants-1982_06
ORD IDord-400669816db4415dabfad9adf9a25530
Source noteuspto-grants-1982_06