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Propylene Oxide → Gadoteridol

HRID 1275798
Notes
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Reaction equation

HRID 1275798 reaction equation
[Na+].[N:2]1([CH2:22][C:23]([O-:25])=[O:24])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9][N:8]([CH2:14][C:15]([O-:17])=[O:16])[CH2:7][CH2:6][N:5]([CH2:18][C:19]([O-:21])=[O:20])[CH2:4][CH2:3]1.[Na+].[Na+].[CH2:28]1[O:31][CH:29]1[CH3:30].[Gd:32]>>[CH3:28][CH:29]([OH:31])[CH2:30][N:11]1[CH2:10][CH2:9][N:8]([CH2:14][C:15]([O-:17])=[O:16])[CH2:7][CH2:6][N:5]([CH2:18][C:19]([O-:21])=[O:20])[CH2:4][CH2:3][N:2]([CH2:22][C:23]([O-:25])=[O:24])[CH2:13][CH2:12]1.[Gd+3:32]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 6378Propylene OxideHCID 23982GadoliniumHCID 108625271,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid trisodium salt

Product 1

HCID 60714Gadoteridol

Procedure

The solution of 1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid sodium salt is directly reacted, as described in EP 292689, with propylene oxide to give the alkylated product, which can easily be complexed with gadolinium to give the final Gadoteridol.

Workup

  1. customto give the alkylated product, which

Sources & evidence

ORD record
ord-1467cc65312b4eb295d8d09d4e439743
Source dataset
uspto-grants-2000_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06162912

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes