반응 #1132695

반응 방정식

(±)-benzyl[2-amino-2-(aminocarbonyl)-2,3-dihydro-1H-inden-5-yl]carbamate

Intermediate 1

(±)-benzyl[2-amino-2-(aminocarbonyl)-2,3-dihydro-1H-inden-5-yl]carbamate

(trimethoxymethyl)benzene

→

title compound

(±)-Benzyl(5-oxo-2-phenyl-1,1′,3′,5-tetrahydrospiro[imidazole-4,2′-inden]-5′-yl)carbamate

용매

toluene

반응 조건

후처리

1. 1
   온도at reflux for 7.5 h
2. 2
   농축The reaction mixture was concentrated under reduced pressure
3. 3
   workup.DISSOLUTIONThe crude product was dissolved in DMSO (1 mL)
4. 4
   기타purified by HPLC
5. 5
   세척eluting with a gradient of H2O
6. 6
   workup.ADDITIONThe pure, product-containing fractions
7. 7
   농축concentrated

실험 절차

A solution of (±)-benzyl[2-amino-2-(aminocarbonyl)-2,3-dihydro-1H-inden-5-yl]carbamate (described in Intermediate 1, 35.0 mg, 0.108 mmol) and (trimethoxymethyl)benzene (0.022 mL, 0.129 mmol) in toluene (5 mL) was heated at reflux for 7.5 h. The reaction mixture was concentrated under reduced pressure. The crude product was dissolved in DMSO (1 mL) and purified by HPLC using a reversed phase C18 column and eluting with a gradient of H2O:CH3CN:CF3CO2H—90:10:0.1 to 5:95:0.1. The pure, product-containing fractions were combined and concentrated to give the title compound. MS: m/z=412 (M+1).

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