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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614520Generated: October 25, 2026

1,1'-Dimethyl 2,2'-oxybis(acetate) → 5,9-Bis(benzyloxymethyl)-1-oxa-4,7,10-triazacyclododecane-3,11-dione

https://huagongshe.com/reaction/1614520

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-Dimethyl 2,2'-oxybis(acetate)HCID 201877—
Reactant1,5-Diamino-1,5-dibenzyloxymethyl-3-azapentaneHCID 19438519—
SolventMethanolHCID 887—
Product5,9-Bis(benzyloxymethyl)-1-oxa-4,7,10-triazacyclododecane-3,11-dioneHCID 19438510—

Reaction Steps

1,5-Diamino-1,5-dibenzyloxymethyl-3-aza-pentane (0.250 g, 0.73 mmol) (Example 6 (d)) and diglycolic acid dimethyl ester (0.118 g, 0.73 mmol) were dissolved in methanol (20 ml). The mixture was refluxed for 6 days. The solvent was evaporated and the mixture chromatographed on a silica column. 5,9-Bis(benzyloxymethyl)-1-oxa-4,7,10-triazacyclododecane -3,11-dione was isolated as a yellow oil. Yield 0.273 g (85%). FAB MS: 442(M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05198208
Source datasetuspto-grants-1993_03
ORD IDord-00f9d8ec1268454f8bf1ce31e3dcf480
Source noteuspto-grants-1993_03