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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342120Generated: October 29, 2026

2,3-Dimethylbenzoic acid → 2(S)-Benzyl-1-tert-butoxycarbonyl-4-(1-naphthoyl)piperazine

https://huagongshe.com/reaction/342120

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dimethylbenzoic acidHCID 11782—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1,1-Dimethylethyl (2S)-2-(phenylmethyl)-1-piperazinecarboxylateHCID 17750441—
SolventTriethylamineHCID 8471—
Product2(S)-Benzyl-1-tert-butoxycarbonyl-4-(1-naphthoyl)piperazineHCID 22941039—

Reaction Steps

The title compound was prepared according to the procedure described for Example 1, Step A except using 2(S)-benzyl-1-tert-butoxycarbonylpiperazine (0.292 g, 1.06 mmol), 2,3-dimethylbenzoic acid (0.159 g, 1.06 mmol), HOBT (0.157 g, 1.02 mmol), EDC.HCl (0.213 g, 1.11 mmol) and triethylamine to adjust the pH to 7. The title compound was obtained as a thick oil. 1HNMR (DMSO-d6, 300 MHz) δ 7.15 (2H, m), 6.06 (1H,m), 4.42 (1H,m), 3.6-4.2 (2H, m), 2.7-3.24 (4H, m), 2.24 (3H, s), 2.03-2.20 (3H, 4s), 1.10-1.6 (15H, m), 0.72-1.00 (3H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05856326
Source datasetuspto-grants-1999_01
ORD IDord-1946a6843071473195bbfb72a95fce80
Source noteuspto-grants-1999_01