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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37055Generated: October 25, 2026

Triethylamine → 5,9-Bis(benzyloxymethyl)-1-oxa-4,7,10-triazacyclododecane-3,11-dione

https://huagongshe.com/reaction/37055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantOxydiacetyl dichlorideHCID 88769—
Reactant1,5-Diamino-1,5-dibenzyloxymethyl-3-azapentaneHCID 19438519—
SolventDichloromethaneHCID 6344—
Product5,9-Bis(benzyloxymethyl)-1-oxa-4,7,10-triazacyclododecane-3,11-dioneHCID 19438510—

Reaction Steps

A solution of 1,5-diamino-1,5-dibenzyloxymethyl-3-aza-pentane (0.57 g, 1.7 mmol) (Example 6 (d)) and triethylamine (0.34 g, 3.4 mmol) in dichloromethane (10 ml) and a solution of diglycolic acid dichloride (0.29 g, 1.7 mmol) in dichloromethane (10 ml) were added simultaneously over 2.5 hours to vigorously stirred dichloromethane (10 ml) at 0° C. The solution was stirred at ambient temperature overnight, washed with water (2×30 ml), dried with sodium sulphate and evaporated. Yield 0.59 g (78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05419893
Source datasetuspto-grants-1995_05
ORD IDord-94e1299595a04e2bbe8fa4673d57ede2
Source noteuspto-grants-1995_05