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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2417156Generated: November 2, 2026

Triethylamine → HCID 131723243, compound

https://huagongshe.com/reaction/2417156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzyloxycarbonyl-L-phenylalanineHCID 70878—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
ReactantH-D-Pro-otbuHCID 6931635—
SolventDimethylformamideHCID 6228—
ProductHCID 131723243HCID 13172324362%

Reaction Steps

Z-L-Phe-OH (2.25 g, 7.5 mmol) and H-D-Pro-OtBu (0.862 g, 5.0 mmol) were dissolved in DMF (10 ml), mixed with HOBt H2O (766 mg, 5.0 mmol), BOP (3.3 g, 7.5 mmol) and triethylamine (1.75 ml, 12.5 mmol) under ice cooling, and then stirred for 2 hours. After the reaction mixture was concentrated, it was re-dissolved in ethyl acetate and washed sequentially with 10% citric acid, 4% NaHCO3 and brine. After drying over anhydrous MgSO4 and concentrating, the oily residue was purified by flash chromatography on silica gel (CHCl3/MeOH=99/1) to yield 1.403 g (62%) of the titled compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06825317B2
Source datasetuspto-grants-2004_11
ORD IDord-b9e997739bce4340a3250db30feb90d2
Source noteuspto-grants-2004_11