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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184952Generated: October 30, 2026

2-Aminoimidazoline hydrochloride → tert-Butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-(4,5-dihydroimidazoi-2-ylcarbamoyl)propyloxy)phenyl)propionate

https://huagongshe.com/reaction/2184952

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Aminoimidazoline hydrochlorideHCID 12797539—
Reactanttert-butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-ethoxycarbonylpropyloxy)phenyl)propionateHCID 15512209—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDimethylformamideHCID 6228—
Producttert-Butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-(4,5-dihydroimidazoi-2-ylcarbamoyl)propyloxy)phenyl)propionateHCID 6763329040%

Reaction Steps

436 mg (0.8 mmol) of tert-butyl (2S)-2-(1-adamantylmethyloxycarbonylamino)-3-(4-(3-ethoxycarbonylpropyloxy)phenyl)propionate were added to a solution of 388 mg (3.2 mmol) of 2-amino4,5-dihydroimidazole hydrochloride and 359 mg (3.2 mmol) of potassium tert-butoxide in 10 ml of DMF. The mixture was stirred overnight. After the reaction had ended, it was worked up analogously to Example 4c and chromatographed on silica gel using the same eluent mixture. 188 mg (0.32 mmol) of (5.1) were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399620B1
Source datasetuspto-grants-2002_06
ORD IDord-5fcd3a5c57d34643a68aad342085bc09
Source noteuspto-grants-2002_06