Reaktion #1509610

ord-367de10a3cab4b43a995523b367e5bc6

Reaktionsgleichung

CCCCC(C(=O)O)N1CCNCCN(C(CCCC(=O)O)C(=O)O)CCN(C(CCCC(=O)O)C(=O)O)CC1
2-[4,7-bis(1,4-dicarboxybutyl]-1,4,7,10-tetraazacyclododec-1-yl]hexanoic acid
[Na+].[OH-]
NaOH
Cl
HCl
O=C1CC(S(=O)(=O)[O-])C(=O)N1O.[Na+]
sulfo-NHS
CCN=C=NCCCN(C)C
EDCI
NCC(O)CO
3-aminopropane-1,2-diol
O=C(O)CN1CCNCCN(CC(=O)O)CCN(CC(=O)O)CC1
product
O=C(O)CN1CCNCCN(CC(=O)O)CCN(CC(=O)O)CC1
DO3A

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeis prepared
  2. 2
    Einengenthe reaction medium is concentrated to approximately 2 ml
  3. 3
    Sonstigeprecipitated from 10 ml of ethanol
  4. 4
    FiltrationThe solid is filtered off
  5. 5
    Waschenwashed with ethanol and diethyl ether
  6. 6
    Sonstigepurified on silanized silica RP2, elution

Vorschrift

A solution containing 0.26 mg of 3-aminopropane-1,2-diol in 6 μl of water is prepared. The pH is adjusted to 6 with HCl. 0.5 mg of gallium complex of 2-[4,7-bis(1,4-dicarboxybutyl]-1,4,7,10-tetraazacyclododec-1-yl]hexanoic acid are added to the above solution. The pH is again adjusted before adding 0.071 mg of sulfo-NHS and 0.062 mg of EDCI. The pH is checked and adjusted to 6 with 2N NaOH. After an overnight period at AT, the reaction medium is concentrated to approximately 2 ml and then precipitated from 10 ml of ethanol. The solid is filtered off, washed with ethanol and diethyl ether, and then purified on silanized silica RP2, elution being carried out with water only. 0.2 mg of product is obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08926945B2uspto-grants-2015_01