Reacción #1509610

ord-367de10a3cab4b43a995523b367e5bc6

Ecuación de reacción

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

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrois prepared
  2. 2
    Concentraciónthe reaction medium is concentrated to approximately 2 ml
  3. 3
    Otroprecipitated from 10 ml of ethanol
  4. 4
    FiltraciónThe solid is filtered off
  5. 5
    Lavadowashed with ethanol and diethyl ether
  6. 6
    Otropurified on silanized silica RP2, elution

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08926945B2uspto-grants-2015_01