(2R)-2-carbamoyl-pyrrolidine-1-carboxylic acid benzyl ester
(R)-prolinamide
Conditions | Yield |
---|---|
With 10% palladium on carbon; hydrogen In methanol for 7h; | 100% |
With hydrogen; palladium on activated charcoal In methanol for 9h; Ambient temperature; | 87.3% |
(R)-prolinamide
Conditions | Yield |
---|---|
With ammonia In ethanol at 0 - 20℃; Large scale; | 80% |
Z-D-proline
(R)-prolinamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) triethylamine, isobutyl chloroformate, 2.) ammonia / 1.) chloroform, 0 deg C, 2 h, 2.) chloroform, RT, overnight 2: 87.3 percent / hydrogen / 10percent palladium on carbon / methanol / 9 h / Ambient temperature View Scheme |
D-Prolin
(R)-prolinamide
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydroxide / H2O / Ambient temperature 2: 1.) triethylamine, isobutyl chloroformate, 2.) ammonia / 1.) chloroform, 0 deg C, 2 h, 2.) chloroform, RT, overnight 3: 87.3 percent / hydrogen / 10percent palladium on carbon / methanol / 9 h / Ambient temperature View Scheme |
(R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: (R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester With trifluoroacetic acid at 25℃; Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; |
(R)-prolinamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h; | 92.9% |
(R)-prolinamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 80℃; | 92% |
9-bromo-10-(bromomethyl)-2,3,6,7-tetramethoxyphenanthrene
(R)-prolinamide
(R)-1-[(9-bromo-2,3,6,7-tetramethoxyphenanthren-10-yl)methyl]pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 8h; Reflux; | 91% |
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)thieno[3,2-d]pyrimidin-4-amine; (R)-prolinamide With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile | 90% |
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: 2-((4-(4,6-bismorpholine-1,3,5-triazin-2-yl)phenyl)amino)-1H-benzo[d]imidazole-6-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.666667h; Inert atmosphere; Stage #2: (R)-prolinamide In N,N-dimethyl-formamide at 80℃; for 8h; Inert atmosphere; | 88% |
Ph(3-Cl)(5-OCHF2)-(R,S)CH(OH)C(O)OH
(R)-prolinamide
Conditions | Yield |
---|---|
In water; 4-methyl-2-pentanone at 20 - 100℃; for 22.5h; Purification / work up; Resolution of racemate; | 81.8% |
In water; ethyl acetate at 0 - 75℃; for 3.16667 - 13.8333h; Product distribution / selectivity; Heating / reflux; | n/a |
In water; ethyl acetate at 72 - 75℃; for 0.166667 - 0.5h; Purification / work up; Resolution of racemate; Heating / reflux; | n/a |
(R)-prolinamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 150℃; for 5h; Microwave irradiation; | 81% |
(R)-prolinamide
Conditions | Yield |
---|---|
In ethanol Reflux; | 79% |
(R)-prolinamide
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h; Inert atmosphere; | 78% |
(R)-prolinamide
Conditions | Yield |
---|---|
In isopropyl alcohol at 150℃; for 3h; Microwave irradiation; | 75% |
Conditions | Yield |
---|---|
With clostripain; HEPES buffer; sodium chloride; calcium chloride at 25℃; pH=8.0; | 72.6% |
(R)-prolinamide
Conditions | Yield |
---|---|
In ethanol Reflux; | 70% |
(R)-prolinamide
allyl (5R,6S)-2-<<(methylsulfonyl)oxy>methyl>-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>penem-3-carboxylate
A
allyl (5R,6S)-2-<((2R)-1-prolinamido)methyl>-6-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>penem-3-carboxylate
Conditions | Yield |
---|---|
With triethylamine In dimethyl sulfoxide for 20h; Ambient temperature; | A 66% B n/a |
Conditions | Yield |
---|---|
With syn-benzaldehyde oxime; triethylamine; diothiothreitol In toluene at 35℃; immobilized papain; | 65% |
Conditions | Yield |
---|---|
With clostripain; HEPES buffer; sodium chloride; calcium chloride at 25℃; pH=8.0; | 60.7% |
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)-5,6,7,8-tetrahydroquinazolin-4-amine; (R)-prolinamide In isopropyl alcohol at 150℃; for 3h; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile | 60% |
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)quinazolin-4-amine; (R)-prolinamide With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile | 58% |
(R)-prolinamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 1h; | 57% |
(R)-prolinamide
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; nitromethane; potassium iodide In water at 80℃; for 6h; | 56% |
(R)-prolinamide
Conditions | Yield |
---|---|
With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h; Inert atmosphere; | 56% |
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)thieno[2,3-d]pyrimidin-4-amine; (R)-prolinamide With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile | 56% |
(R)-prolinamide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; | 56% |
(R)-prolinamide
Conditions | Yield |
---|---|
Stage #1: 2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine; (R)-prolinamide With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 125℃; for 15h; Microwave irradiation; Stage #2: With hydrogenchloride In water; acetonitrile | 55% |
Conditions | Yield |
---|---|
With clostripain; HEPES buffer; sodium chloride; calcium chloride In N,N-dimethyl-formamide at 25℃; pH=8.0; | 46.2% |
(R)-prolinamide
(-)-(R)-2-aminomethylpyrrolidine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 33h; Heating; | 46.1% |
Stage #1: (R)-prolinamide With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; Stage #2: With water In tetrahydrofuran | 30% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; | |
With lithium aluminium tetrahydride | |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 75℃; |
Conditions | Yield |
---|---|
With clostripain; HEPES buffer; sodium chloride; calcium chloride In N,N-dimethyl-formamide at 25℃; pH=8.0; | 44% |
3-{(S)-1-[4-(6-fluoro-pyridin-3-yl)-phenyl]-ethyl}-(S)-6-(2-hydroxy-2-methyl-propyl)-6-phenyl-[1,3]oxazinan-2-one
(R)-prolinamide
(R)-1-[5-(4-{(S)-1-[(S)-6-(2-hydroxy-2-methyl-propyl)-2-oxo-6-phenyl-[1,3]oxazinan-3-yl]-ethyl}-phenyl)-pyridin-2-yl]-pyrrolidine-2-carboxylic acid amide
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 100℃; | 43% |
Molecular Structure of H-D-Pro-NH2 (CAS NO.62937-45-5):
Molecular Formula: C5H 10N2O
Molecular Weight: 114.15
IUPAC Name: Dichloropalladium
CAS NO: 62937-45-5
Melting Point: 95-97°C
Index of Refraction: 1.491
Molar Refractivity: 29.9 cm3
Molar Volume: 103.1 cm3
Surface Tension: 41.4 dyne/cm
Density: 1.106 g/cm3
Flash Point: 137.4 °C
Enthalpy of Vaporization: 54.39 kJ/mol
Boiling Point: 303.6 °C at 760 mmHg
Vapour Pressure of H-D-Pro-NH2 (CAS NO.62937-45-5): 0.000923 mmHg at 25°C
Classification Code: Amide ; Aminoacids derivatives ; Pyrrolidines ; Proline [Pro, P] ; Amino Acids and Derivatives
InChI: InChI=1/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m1/s1
InChIKey: VLJNHYLEOZPXFW-SCSAIBSYBV
Std. InChI: InChI=1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m1/s1
Std. InChIKey: VLJNHYLEOZPXFW-SCSAIBSYSA-N
H-D-Pro-NH2 (CAS No.62937-45-5), it also can be called 2-Pyrrolidinecarboxamide, (2R)- ; D-Prolinamide ; (R)-Pyrrolidine-2-carboxylic acid amide ; (R)-Prolinamide .
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