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inquiryName:D-Pyroglutamic acid CAS NO: 4042-36-8 Grade:Medical scientific research and export Molecular formula:C5H7NO3 Molecular weight:129.11 Product Quality 12 years of chemical raw materials Mature operation of the industry System stability
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inquiry(R)-5-hydroxymethylpyrrolidin-2-one
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With oxygen; sodium hydrogencarbonate; platinum In water for 4h; Ambient temperature; | 95% |
tert-butyl (4R,4'R,5'S)-4-amino-5-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-5-oxopentanoate
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With water In 1,4-dioxane for 12h; Hydrolysis; cyclization; Heating; | 45% |
Conditions | Yield |
---|---|
With water for 63h; Heating; | |
In water for 72h; Heating; | |
With D-glutamate cyclase from mouse In methanol at 37℃; for 1h; pH=8; Kinetics; Enzymatic reaction; | |
With sodium hydroxide In ethanol; water at 20℃; for 48h; | |
With DL-dithiothreitol; D-glutamate cyclase; manganese(ll) chloride In aq. buffer at 37℃; for 1h; pH=8; Kinetics; Enzymatic reaction; |
Conditions | Yield |
---|---|
In water at 140℃; Rate constant; pH 8.0; |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With barium dihydroxide; water |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With Quinine |
ethyl (R)-2-pyrrolidone-5-carboxylate
A
ethanol
B
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Bacillus thermocatenulanatus In water at 40℃; pH=7.20; Enzyme kinetics; |
methyl (2R)-pyroglutamate
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 78 percent / NaBH4 / ethanol / 2 h / Ambient temperature 2: 95 percent / NaHCO3, O2 / Pt / H2O / 4 h / Ambient temperature View Scheme |
Pyroglutamic acid
A
L-Pyroglutamic acid
B
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With Ν,Ν-dimethyldehydroabietylamine In chloroform-d1 at 27℃; Resolution of racemate; |
ethanol
D-pyrrolidone-5-carboxylic acid
ethyl (R)-2-pyrrolidone-5-carboxylate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 20℃; | 100% |
With thionyl chloride at 80℃; for 1.5h; | 94% |
sulfuric acid Reflux; |
acetic acid tert-butyl ester
D-pyrrolidone-5-carboxylic acid
tert-butyl (R)-5-oxopyrrolidine-2-carboxylate
Conditions | Yield |
---|---|
With perchloric acid In water | 100% |
With perchloric acid In water at 20℃; for 24h; Inert atmosphere; | 100% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 18h; | 100% |
p-toluenesulfonyl chloride
D-pyrrolidone-5-carboxylic acid
<(2R)-5-oxopyrrolidin-2-yl>methyl 4-methylbenzenesulfonate
Conditions | Yield |
---|---|
Stage #1: D-pyrrolidone-5-carboxylic acid With thionyl chloride In methanol at 20℃; for 4h; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; for 15h; Stage #3: p-toluenesulfonyl chloride With dmap; triethylamine In dichloromethane at 20℃; for 16h; | 100% |
Conditions | Yield |
---|---|
With thionyl chloride for 12h; | 98% |
With thionyl chloride 1.) 0 deg C, 30 min, 2.) room temp., 3 h; | 95% |
With sulfuric acid at 20℃; for 24h; | 95% |
2-(2-Amino-ethoxymethyl)-4-(2-chloro-phenyl)-6-methyl-pyridine-3,5-dicarboxylic acid 3-ethyl ester 5-methyl ester
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
95.1% |
D-pyrrolidone-5-carboxylic acid
(5R)-5-{[4-(2-tert-Butylphenyl)piperazin-1-yl]carbonyl}pyrrolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 1-(2-tert-butylphenyl)piperazine dihydrochloride; D-pyrrolidone-5-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In acetonitrile at 20℃; for 16h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate | 94% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 90% |
(S)-benzyl 2-amino-3-(4-methoxyphenyl)propanoate
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (S)-benzyl 2-amino-3-(4-methoxyphenyl)propanoate With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: D-pyrrolidone-5-carboxylic acid With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; | 89% |
Conditions | Yield |
---|---|
Stage #1: C27H37N3O5 With trifluoroacetic acid In dichloromethane at 0 - 20℃; Stage #2: D-pyrrolidone-5-carboxylic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; | 89% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
In ethanol at 63℃; | 89% |
In ethanol at 63℃; Inert atmosphere; | 89% |
In ethanol at 63℃; | 89% |
In ethanol at 65℃; | 19.2 g |
Conditions | Yield |
---|---|
In water to suspn. of Ag2O in water was added soln. of ligand in water, stirred for 2 h; filtered off, acetone vapor was diffused, collected, washed with Et2O, dried in vacuo; elem. anal.; | 86.2% |
D-pyrrolidone-5-carboxylic acid
thioacetic acid S-[(S)-6-[((R)-5-oxo-pyrrolidine-2-carbonyl)-amino]-6-(3-trifluoromethyl-phenylcarbamoyl)-hexyl] ester
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; | 84% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
In methanol at 20℃; for 1h; | 84% |
D-pyrrolidone-5-carboxylic acid
thioacetic acid S-{(S)-6-[((R)-5-oxo-pyrrolidine-2-carbonyl)-amino]-6-m-tolylcarbamoyl-hexyl} ester
Conditions | Yield |
---|---|
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; | 80% |
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In dichloromethane; N,N-dimethyl-formamide at 20℃; |
Conditions | Yield |
---|---|
With methanesulfonic acid; phosphorus pentoxide; Eaton’s reagent at 50 - 65℃; for 27h; Temperature; Inert atmosphere; | 78% |
D-pyrrolidone-5-carboxylic acid
methyl (2R)-pyroglutamate
Conditions | Yield |
---|---|
With thionyl chloride In methanol at 20℃; Inert atmosphere; | 75% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene at 23℃; for 3h; Inert atmosphere; | 71% |
D-pyrrolidone-5-carboxylic acid
(-)-8-(4-phenylphenyl)menthol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 23℃; for 24.5h; Inert atmosphere; | 69% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 14h; | 58% |
Conditions | Yield |
---|---|
In ethanol for 1.5h; Time; Reflux; Large scale; | 55% |
benzylamine
D-pyrrolidone-5-carboxylic acid
(R)-5-oxopyrrolidine-2-carboxylic acid benzylamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 3h; | 48% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 3h; Cooling with ice; | |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 3h; Cooling with ice; |
(S)-3-aminomethyl-N6-(5-cyclopropyl-1H-pyrazol-3-yl)-5-fluoro-N2-[1-(4-fluorophenyl)ethyl]pyridine-2,6-diamine
D-pyrrolidone-5-carboxylic acid
(R)-N-((6-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-fluoro-2-((S)-1-(4-fluorophenyl)ethylamino)pyridin-3-yl)methyl)-5-oxo-pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
Stage #1: (S)-3-aminomethyl-N6-(5-cyclopropyl-1H-pyrazol-3-yl)-5-fluoro-N2-[1-(4-fluorophenyl)ethyl]pyridine-2,6-diamine; D-pyrrolidone-5-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 1h; Stage #2: With water; sodium hydrogencarbonate In tetrahydrofuran; dichloromethane | 43% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
With oxalyl dichloride; triethylamine In N,N-dimethyl-formamide | 25% |
tert-butyldimethylsilyl chloride
D-pyrrolidone-5-carboxylic acid
(R)-5-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one
Conditions | Yield |
---|---|
Stage #1: D-pyrrolidone-5-carboxylic acid With thionyl chloride In methanol at 0 - 20℃; for 1h; Stage #2: With sodium tetrahydroborate In ethanol at 0 - 20℃; for 16h; Stage #3: tert-butyldimethylsilyl chloride With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 16h; | 24% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: D-pyrrolidone-5-carboxylic acid With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In tetrahydrofuran at 0℃; for 2h; Stage #2: [3-fluoro-4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]amine hydrochloride With 4-methyl-morpholine In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 20℃; for 15h; Stage #3: With sodium methylate In methanol at 20℃; for 1h; | 8% |
D-pyrrolidone-5-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: D-pyrrolidone-5-carboxylic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: 7-fluoronaphtho[2,1-d]thiazol-2-amine In N,N-dimethyl-formamide at 60℃; for 16h; | 5% |
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