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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210910Generated: November 1, 2026

Dicyclohexylcarbodiimide → Fmoc-Tyr(tBu)-Cys(Trt)-Asn-OtBu

https://huagongshe.com/reaction/2210910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantFmoc-L-Tyr(tBu)-OHHCID 10895791—
ReactantHCID 131719153HCID 131719153—
SolventDimethylformamideHCID 6228—
ProductFmoc-Tyr(tBu)-Cys(Trt)-Asn-OtBuHCID 131719152—

Reaction Conditions

Temperature0 °C

Reaction Steps

1.63 g of DCC are added to a stirred solution of 3.4 g of Fmoc-Tyr(tBu)-OH, 3.95 g (7.4 mmol) of H-Cys(Trt)-Asn-OtBu (Liebigs Ann. Chem. 1979, 242) and 1 g of HOBT in 50 ml of dimethylformamide at 0° C., and the mixture is left to stir at 0° C. for 1 h and to stand at room temperature overnight. The next day, the precipitate is filtered off with suction and the filtrate is concentrated. The residue is triturated with ethyl acetate. Yield 2.83 g. A further 3.63 g can be isolated from the mother liquor. Total yield: 6.46 g (89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05461035
Source datasetuspto-grants-1995_10
ORD IDord-f55ddd1e68f5410b967525c391c86148
Source noteuspto-grants-1995_10