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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985779Generated: October 26, 2026

Triethylamine → Fmoc-Asp(Ot-Bu)-Trp-OBzl

https://huagongshe.com/reaction/985779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantFmoc-L-Asp(OtBu)-OHHCID 2724635—
ReactantL-tryptophan benzyl ester hydrochlorideHCID 45073232—
SolventDichloromethaneHCID 6344—
ProductFmoc-Asp(Ot-Bu)-Trp-OBzlHCID 131722406—

Reaction Conditions

Temperature0 °C

Reaction Steps

A 41 mg portion of Fmoc-Asp(Ot-Bu)-OH was dissolved in 1, ml of methylene chloride, and 12 mg of HONSu and 21 mg of DCC were added thereto at 0° C. and stirred at 0° C. for 30 minutes. Then, 1 ml of a methylene chloride solution containing 33 mg of H-Trp-OBzl hydrochloride and 14 μl of triethylamine were added thereto and stirred at 0° C. for 3 hours. The insoluble substances were removed by filtration and washed with cold methylene chloride, and the filtrate was collected. The solvent was removed from the filtrate by distillation under reduced pressure, and the residue was purified by silica gel column chromatography (50 g of Wakogel C-200, eluted 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 numberUS06872803B1
Source datasetuspto-grants-2005_03
ORD IDord-d4243957db784bfe8dcc63c1f1ed331a
Source noteuspto-grants-2005_03