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Conditions | Yield |
---|---|
With potassium hydroxide In methanol Reflux; Inert atmosphere; Darkness; | 76.6% |
With hydrogenchloride In water | |
With zinc diacetate In methanol; dichloromethane; chloroform; water |
Conditions | Yield |
---|---|
With 1H-imidazole; Bacillus subtilis protoporphyrinogen oxidase; flavin adenine dinucleotide In phosphate buffer; dimethyl sulfoxide at 25℃; pH=7.4; Enzyme kinetics; Further Variations:; Reagents; |
protoporphyrin IX
Conditions | Yield |
---|---|
With ammonium hydroxide; phosphoric acid tributyl ester; sulfuric acid In benzene at 40℃; for 1.5h; |
Conditions | Yield |
---|---|
With sulfuric acid at -10℃; for 18h; | 95% |
Conditions | Yield |
---|---|
Stage #1: protoporphyrin IX With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 4h; Stage #2: N-(2-aminoethyl)maleimide trifluoroacetate In N,N-dimethyl-formamide at 20℃; for 5h; | 73% |
methanol
protoporphyrin IX
20-amino-3,6,9,12,15,18-hexaoxaeicosanoic acid tert-butyl ester
Conditions | Yield |
---|---|
Stage #1: protoporphyrin IX With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide Inert atmosphere; Stage #2: methanol With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride Stage #3: 20-amino-3,6,9,12,15,18-hexaoxaeicosanoic acid tert-butyl ester Further stages; | 72% |
rac-5-(2-hydroxyl(cyclohexylethyl))-5H-imidazo[5,1-a]isoindole
protoporphyrin IX
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 60℃; for 5h; | 65.8% |
Conditions | Yield |
---|---|
Stage #1: protoporphyrin IX With dmap; di-tert-butyl dicarbonate In pyridine at 20℃; for 6h; Stage #2: tert-butyl alcohol In pyridine at 20℃; for 1h; Further stages.; | 64% |
With pyridine; dmap at 20℃; | 64% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; | 58% |
Conditions | Yield |
---|---|
Stage #1: protoporphyrin IX With pyridine; pivaloyl chloride; triethylamine In dichloromethane at -5℃; Stage #2: benzyl alcohol In dichloromethane at 5 - 8℃; for 12h; | A 47% B 18% |