تفاعل #162004

ord-4816497456ca46f9a2fe9bd4f1a522b9

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىbefore being quenched through the addition of water containing a small amount of TFA
  2. 2
    أخرىReaction
  3. 3
    أخرىpurified by reverse phase chromatography (Method J)
  4. 4
    تركيزThe appropriate fractions were concentrated
  5. 5
    أخرىMaterial was then further purified by reverse phase chromatography (Method K) with the appropriate fractions
  6. 6
    تركيزbeing concentrated (Genevac)

الإجراء التجريبي

To a stirring solution of 5-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)pentanoic acid (12 mg, 0.061 mM) in 0.4 mL of dichloromethane, and 0.1 mL of DMF, HATU (23.2 mg, 0.061 mM) was added followed by Hunig's base (0.033 mL, 0.188 mM). The reaction was allowed to stir for 5 minutes before #115 (39 mg, 0.047 mM) was added as a solution in 0.4 mL of dichloromethane, and 0.1 mL of DMF. The reaction was allowed to stir at room temperature for 3 hours and 15 minutes before being quenched through the addition of water containing a small amount of TFA. Reaction was then reduced down. Crude material was dissolved with DMSO and purified by reverse phase chromatography (Method J). The appropriate fractions were concentrated then (Genevac). Material was then further purified by reverse phase chromatography (Method K) with the appropriate fractions being concentrated (Genevac). Material was then transferred to a small vial using dichloromethane and methanol before being reduced down (Genevac) to afford mv#115 (1.4 mg, 3.3%) oil/solid mix. HPLC (Protocol A at 45° C.): m/z 897.5 [M+H+], retention time=9.149 minutes (purity >97%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08828401B2uspto-grants-2014_09