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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293383Generated: October 30, 2026

Triethylamine → L-leucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide

https://huagongshe.com/reaction/2293383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsobutyl chloroformateHCID 62365—
ReactantN-Benzyl-L-leucinamideHCID 13852403—
Reactant1-(2-adamantan-1-yl-2-oxoethyl) L-prolineHCID 54229701—
SolventTetrahydrofuranHCID 8028—
ProductL-leucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamideHCID 6763414668%

Reaction Steps

Using the procedure described previously, a solution of 1-(2-adamantan-1-yl-2-oxoethyl) L-proline (108 mg, 0.37 mmol, 1.0 eq), triethylamine (156 uL, 1.11 mmol, 3.0 eq), and THF (1.5 mL), was treated with isobutyl chloroformate (53 uL, 0.41 mL, 1.1 eq), then with L-leucine N-benzylamide (123 mg, 570 umol, 1.5 eq). Workup as before provided 124 mg (68%) of L-leucine, N-[1-(2-adamantan-1-yl-2-oxoethyl)-L-prolyl] benzylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05686424
Source datasetuspto-grants-1997_11
ORD IDord-92d04ce9b015449ca6621cc300a21d68
Source noteuspto-grants-1997_11