반응 #730004

반응 방정식

1-benzyl-[4,4′]bipiperidinyl

(R)-1-carboxy-2-(7-methyl-1H-benzimidazol-5-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

TBTU

triethylamine

Na2CO3

→

(R)-2-(1′-benzyl-4,4′-bipiperidinyl-1-yl)-1-(7-methyl-1H-benzimidazol-5-ylmethyl)-2-oxo-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate

용매

THF

DMF

반응 조건

후처리

1. 1
   추출extracted with 100 mL EtOAc
2. 2
   건조The organic phase was dried over Na2SO4
3. 3
   여과filtered
4. 4
   기타evaporated down i.vac
5. 5
   기타The residue was purified via HPLC
6. 6
   workup.ADDITIONthe fractions containing the product
7. 7
   기타evaporated to dryness i.vac

실험 절차

A solution of 120 mg (0.22 mmol) (R)-1-carboxy-2-(7-methyl-1H-benzimidazol-5-yl)-ethyl 4-(2-oxo-1,2,4,5-tetrahydro-1,3-benzodiazepin-3-yl)-piperidine-1-carboxylate, 85 mg (0.27 mmol) TBTU and 50 μL (0.36 mmol) triethylamine in 10 mL THF and 1 mL DMF was stirred for 1 h at RT, then combined with 80 mg (0.31 mmol) 1-benzyl-[4,4′]bipiperidinyl and stirred overnight at RT. The reaction solution was combined with 1 mL saturated Na2CO3 solution and extracted with 100 mL EtOAc. The organic phase was dried over Na2SO4, filtered and evaporated down i.vac. The residue was purified via HPLC, the fractions containing the product were combined and evaporated to dryness i.vac.

출처