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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420431Generated: November 1, 2026

Dicyclohexylcarbodiimide → HCID 178512917, compound

https://huagongshe.com/reaction/420431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178479461HCID 178479461—
SolventDimethylformamideHCID 6228—
ProductHCID 178512917HCID 178512917—

Reaction Steps

The amino-component (10 mmol) was dissolved in DMF (70 ml), and 4,59 g (30 mmol monohydrate) HOBT was added. To the solution was diisopropyletylamine (DIPEA) added dropwise, until the pH of the mixture, controlled with wet indicator paper reached 7-8. Next, the N-benzyloxycarbonyl-arginine hydrochloride (5.17 g, 15 mmol) was added and the solution was cooled on ice bath. N,N′-Dicyclohexylcarbodiimide (3.09 g, 15 mmol) was added in small portions during 1 h. and after additional 1 h of stirring, the reaction mixture was left in a cold room overnight (approximately 4° C.). The precipitated DCU was filtered off and washed with a small volume of DMF and the combined filtrates were evaporated under reduced pressure. From the resulting mixture A20 (or its analogues) was isolated using chromatography techniques.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097582B2
Source datasetuspto-grants-2012_01
ORD IDord-5b4f98f3cfaa4de09a479c949880c914
Source noteuspto-grants-2012_01