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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293407Generated: October 30, 2026

Triethylamine → HCID 131720293, compound

https://huagongshe.com/reaction/2293407

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIsobutyl chloroformateHCID 62365—
ReactantTricyclo(3.3.1.13,7)dec-1-ylmethylamineHCID 86625—
ReactantL-isoleucine, N-[1-(carboxymethyl)-L-prolyl] benzylamideHCID 131720284—
SolventAcetonitrileHCID 6342—
ProductHCID 131720293HCID 13172029310.2%

Reaction Steps

Using the procedure described previously, a solution of L-isoleucine, N-[1-(carboxymethyl)-L-prolyl] benzylamide (106 mg, 0.28 mmol), triethylamine (158 uL, 1.13 mmol, 4 eq) in acetonitrile (1.5 mL, was cooled to 0° C. and treated with isobutyl chloroformate (40.5 uL, 0.31 mmol, 1.1 eq) followed by 1-adamantanemethylamine (100 uL, 0.57 mmol, 2 eq). After TLC indicated the reaction was complete, the mixture was purified by HPLC to provide 15 mg (10%) of L-isoleucine, N-[1-(adamant-1-ylmethylcarbamoylmethyl)-L-prolyl] benzylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05686424
Source datasetuspto-grants-1997_11
ORD IDord-7e927f8c87bd4ccdaefecc6d3c3a2896
Source noteuspto-grants-1997_11