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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1886495Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 178426809, compound

https://huagongshe.com/reaction/1886495

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2,2-Dimethyl-4-oxocyclopentane-1-carboxylic acidHCID 21643622—
ReactantHCID 178419276HCID 178419276—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductHCID 178426809HCID 17842680956.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

In DMF (2 ml) was dissolved 2,2 dimethyl-4-oxocyclopentanecarboxylic acid [W. H. Perkin, jun., J. F. Thorpe, J. Chem. Soc., 79, 729 (1901)] (100 mg), and HOBT (108 mg) was added to the solution, followed by addition of DCC (145 mg) under cooling at 0° C. The mixture was stirred at 5° C. over night. After addition of L-histidyl-L-prolinamide dihydrobromide (265 mg) followed by addition of triethylamine (0.134 ml), the mixture was stirred at 5° C. for 4 days. After the resultant precipitate was filtered off, the filtrate was concentrated under reduced pressure to dryness and the residue was subjected to silica gel column chromatography. The fractions eluted by chloroform:methanol:ammonia water (90:10:2) were combined and concentrated to dryness to give the title compound (140 mg) was obtained as powders.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05151497
Source datasetuspto-grants-1992_09
ORD IDord-91266a0c68b34bc3b69449d566c1bdcf
Source noteuspto-grants-1992_09