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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 637008Generated: October 25, 2026

Dicyclohexylcarbodiimide → Fmoc-L-aspartic acid

https://huagongshe.com/reaction/637008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantFmoc-L-Asp(OtBu)-OHHCID 2724635—
ReactantL-tryptophan benzyl ester hydrochlorideHCID 45073232—
SolventDichloromethaneHCID 6344—
ProductFmoc-L-aspartic acidHCID 7019016189.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

41 mg of Fmoc-Asp(Ot-Bu)-OH was dissolved in 1 ml of methylene chloride. The solution was cooled to 0° C., and then 12 mg of HONSu and 21 mg of DCC were added thereto. The mixture was stirred at 0° C. for 30 minutes. To the mixture were added 1 ml of a methylene chloride containing 33 mg of H-Trp-OBzl.HCl and 14 μl of TEA, followed by stirring at 0° C. for 3 hours. The insoluble matters were filtered off and the filtrate was washed with cold methylene chloride. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (Wakogel C-200, manufactured by Wako Junyaku Kogyo, 50 g, elution with chloroform/methanol=25/1), to obtain 67 mg of Fmoc-Asp(Ot-Bu-Trp-OBzl as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194195B1
Source datasetuspto-grants-2001_02
ORD IDord-064fc28b3b244d528e7babec99e86d30
Source noteuspto-grants-2001_02