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CAS 4271-30-1

N-(4-Aminobenzoyl)-L-glutamic acid

Codes：Folic Acid-015

Application context (from source-drug indications)

原发性高血压马来酸依那普利/叶酸巨幼红细胞性贫血叶酸叶酸缺乏叶酸神经管缺损叶酸贫血叶酸热潮红叶酸高同型半胱氨酸血症叶酸

Source drugs (routes using this intermediate)

DrugTierExpiry
Enalapril Maleate/Folic AcidEnalapril Maleate/Folic AcidTier C — Watch / trade-
Folic AcidFolic AcidTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Enalapril Maleate/Folic Acid优化路线steps: 3total yield: /
2,3-Dibromopropanal→Azabenzene→1-(2-Bromo-3-oxopropyl)pyridinium bromide→2,5,6-Triaminopyrimidin-4(5H)-one→1-(2-Amino-4-oxo-3,4-dihydropteridin-6-ylmethyl)pyridinium iodide→N-(4-Aminobenzoyl)-L-glutamic acid
Enalapril Maleate/Folic Acid优化路线steps: 4total yield: /
N-(4-Aminobenzoyl)-L-glutamic acid→N-(4-Aminobenzoyl)-L-glutamic acid diethyl diester→2,3-Dibromopropanal→N-[4-(2,3-Dibromopropylideneamino)benzoyl]-L-glutamic acid diethyl diester→2,5,6-Triaminopyrimidin-4(5H)-one→N-[4-(2-Amino-4-oxo-1,4-dihydropteridin-6-ylmethylamino)benzoyl]-L-glutamic acid diethyl diester
Enalapril Maleate/Folic Acid优化路线steps: 1total yield: /
2,5,6-Triaminopyrimidin-4(5H)-one→N-(4-Aminobenzoyl)-L-glutamic acid→2,3-Dichloropropanal→2,3-Dibromopropanal
Enalapril Maleate/Folic Acid优化路线steps: 2total yield: /
[1,3-13C]Propan-2-one→1,1,3-Trichloro[1,3-13C]propan-2-one→1,3-Dichloro[1,3-13C]propan-2-one→2,5,6-Triaminopyrimidin-4(5H)-one→N-(4-Aminobenzoyl)-L-glutamic acid→N-[[4-([[2-Amino-4-oxo[7-13C]-4,4a-dihydropteridin-6-yl][13C]methyl]amino)phenyl]carbonyl]-L-glutamic acid
Enalapril Maleate/Folic Acid优化路线steps: 12total yield: /
2-Propenal→2,3-Dibromopropanal→2-Bromo-1,1,3-triethoxypropane→1,3,3-Triethoxyprop-1-ene→1,2-Dibromo-1,3,3-triethoxypropane→2-Bromo-3,3-diethoxypropanal→2,5,6-Triaminopyrimidin-4(5H)-one hydrochloride→2-Amino-6-(diethoxymethyl)pteridin-4(1H)-one→N-[6-(Diethoxymethyl)-4-oxo-1,4-dihydropteridin-2-yl]acetamide→N-(6-Formyl-4-oxo-1,4-dihydropteridin-2-yl)acetamide→N-(4-Aminobenzoyl)-L-glutamic acid→N-([4-[[[2-(Acetylamino)-4-oxo-1,4-dihydropteridin-6-yl]methyl](formyl)amino]phenyl]carbonyl)-L-glutamic acid→N-[[4-([[2-(Acetylamino)-4-oxo-1,4-dihydropteridin-6-yl]methyl]amino)phenyl]carbonyl]-L-glutamic acid
Enalapril Maleate/Folic Acid优化路线steps: 4total yield: 38.92g(Folic Acid (Free))
4-Nitrobenzoyl chloride→(S)-(+)-Glutamic acid→(2S)-[(4-Nitrobenzoyl)amino]pentanedioic acid→Sodium 1-[[(1S)-1-carboxy-3-carboxylatopropyl]carbamoyl]-4-nitrobenzene→N-(4-Aminobenzoyl)-L-glutamic acid→2,5,6-Triaminopyrimidin-4(5H)-one→2,5,6-Triaminopyrimidin-4-one sulfate→1,1,3-Trichloroacetone
Enalapril Maleate/Folic Acid优化路线steps: 7total yield: 18.76g(Folic Acid (Free))
(Methoxycarbonyl)acetonitrile→Guanidine sulfate→2,4-Diamino-6-hydroxypyrimidine→2,4-Diamino-6-hydroxy-5-nitrosopyrimidine→2,5,6-Triaminopyrimidin-4-ol→Sulfuric acid 2,5,6-triaminopyrimidin-4(1H)-one→2,5,6-Triaminopyrimidin-4-ol dihydrobromide→2,5,6-Triaminopyrimidin-4-one dihydrochloride→3-Bromo-2-oxopropanal oxime→1-Chloro-3-(hydroxyimino)propan-2-one→2-Amino-6-(bromomethyl)-4-pteridinol→2-Amino-6-(chloromethyl)-4-pteridinol→N-(4-Aminobenzoyl)-L-glutamic acid
Folic Acid优化路线steps: 3total yield: /
2,3-Dibromopropanal→Azabenzene→1-(2-Bromo-3-oxopropyl)pyridinium bromide→2,5,6-Triaminopyrimidin-4(5H)-one→1-(2-Amino-4-oxo-3,4-dihydropteridin-6-ylmethyl)pyridinium iodide→N-(4-Aminobenzoyl)-L-glutamic acid
Folic Acid优化路线steps: 4total yield: /
N-(4-Aminobenzoyl)-L-glutamic acid→N-(4-Aminobenzoyl)-L-glutamic acid diethyl diester→2,3-Dibromopropanal→N-[4-(2,3-Dibromopropylideneamino)benzoyl]-L-glutamic acid diethyl diester→2,5,6-Triaminopyrimidin-4(5H)-one→N-[4-(2-Amino-4-oxo-1,4-dihydropteridin-6-ylmethylamino)benzoyl]-L-glutamic acid diethyl diester
Folic Acid优化路线steps: 1total yield: /
2,5,6-Triaminopyrimidin-4(5H)-one→N-(4-Aminobenzoyl)-L-glutamic acid→2,3-Dichloropropanal→2,3-Dibromopropanal
Folic Acid优化路线steps: 2total yield: /
[1,3-13C]Propan-2-one→1,1,3-Trichloro[1,3-13C]propan-2-one→1,3-Dichloro[1,3-13C]propan-2-one→2,5,6-Triaminopyrimidin-4(5H)-one→N-(4-Aminobenzoyl)-L-glutamic acid→N-[[4-([[2-Amino-4-oxo[7-13C]-4,4a-dihydropteridin-6-yl][13C]methyl]amino)phenyl]carbonyl]-L-glutamic acid
Folic Acid优化路线steps: 12total yield: /
2-Propenal→2,3-Dibromopropanal→2-Bromo-1,1,3-triethoxypropane→1,3,3-Triethoxyprop-1-ene→1,2-Dibromo-1,3,3-triethoxypropane→2-Bromo-3,3-diethoxypropanal→2,5,6-Triaminopyrimidin-4(5H)-one hydrochloride→2-Amino-6-(diethoxymethyl)pteridin-4(1H)-one→N-[6-(Diethoxymethyl)-4-oxo-1,4-dihydropteridin-2-yl]acetamide→N-(6-Formyl-4-oxo-1,4-dihydropteridin-2-yl)acetamide→N-(4-Aminobenzoyl)-L-glutamic acid→N-([4-[[[2-(Acetylamino)-4-oxo-1,4-dihydropteridin-6-yl]methyl](formyl)amino]phenyl]carbonyl)-L-glutamic acid→N-[[4-([[2-(Acetylamino)-4-oxo-1,4-dihydropteridin-6-yl]methyl]amino)phenyl]carbonyl]-L-glutamic acid
Folic Acid优化路线steps: 4total yield: 38.92g(Folic Acid (Free))
4-Nitrobenzoyl chloride→(S)-(+)-Glutamic acid→(2S)-[(4-Nitrobenzoyl)amino]pentanedioic acid→Sodium 1-[[(1S)-1-carboxy-3-carboxylatopropyl]carbamoyl]-4-nitrobenzene→N-(4-Aminobenzoyl)-L-glutamic acid→2,5,6-Triaminopyrimidin-4(5H)-one→2,5,6-Triaminopyrimidin-4-one sulfate→1,1,3-Trichloroacetone
Folic Acid优化路线steps: 7total yield: 18.76g(Folic Acid (Free))
(Methoxycarbonyl)acetonitrile→Guanidine sulfate→2,4-Diamino-6-hydroxypyrimidine→2,4-Diamino-6-hydroxy-5-nitrosopyrimidine→2,5,6-Triaminopyrimidin-4-ol→Sulfuric acid 2,5,6-triaminopyrimidin-4(1H)-one→2,5,6-Triaminopyrimidin-4-ol dihydrobromide→2,5,6-Triaminopyrimidin-4-one dihydrochloride→3-Bromo-2-oxopropanal oxime→1-Chloro-3-(hydroxyimino)propan-2-one→2-Amino-6-(bromomethyl)-4-pteridinol→2-Amino-6-(chloromethyl)-4-pteridinol→N-(4-Aminobenzoyl)-L-glutamic acid

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