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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304450Generated: October 31, 2026

Dicyclohexylcarbodiimide → HCID 131632219, compound

https://huagongshe.com/reaction/2304450

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-HydroxysuccinimideHCID 80170—
ReactantBenzyl glycinateHCID 409140—
ReactantN-(tert-Butoxycarbonyl)glycyl-L-phenylalanyl-L-leucineHCID 13943016—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Solventp-ToluenesulfonateHCID 85570—
ProductHCID 131632219HCID 13163221962.3%

Reaction Conditions

Temperature4 °C

Reaction Steps

The Boc-Gly-Phe-Leu-OH obtained in Example 18 (2.4 g) and N-hydroxysuccinimide (656 mg) were dissolved in N,N-dimethylformamide (50 ml), cooled to 4° C., and then added with N,N′-dicyclohexylcarbodiimide (1.17 g) and stirred for 2 hours. To this solution, a N,N-dimethylformamide solution (40 ml), in which tosylate of H-Gly-OBzl (1.9 g) and triethylamine (0.79 ml) had been dissolved, was added and the mixture was allowed to react with stirring at room temperature for 16 hours. This reaction mixture was evaporated to dryness under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: dichloromethane:methanol=50:1 solution) to give the title compound (2.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06436912B1
Source datasetuspto-grants-2002_08
ORD IDord-21c18819be4448e8afa01c8f6910a9df
Source noteuspto-grants-2002_08