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Cas Database |
| Name |
Side chain for Meropenem |
EINECS | 619-190-7 |
| CAS No. | 96034-64-9 | Density | 1.36 g/cm3 |
| PSA | 134.47000 | LogP | 2.15340 |
| Solubility | N/A | Melting Point |
117.0 to 121.0 °C |
| Formula | C15H19N3O5S | Boiling Point | 555.8 °C at 760 mmHg |
| Molecular Weight | 353.399 | Flash Point | 289.9 °C |
| Transport Information | N/A | Appearance | White crystalline solid |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
DMP;(2S,4S) -2-(dimethylaminocarbonyl)-4-mercapto-1- (p-nitrobenzyloxycarbonyl) -1-pyrrolidine;Meropenem Side Chain;(2S,4S)-2-Dimethylaminocarbonyl-4-mercapto-1-(p-nitrobenzyloxycarbonyl)-pyrrolidine;Side chain for meropenem(2S-CIS);2-Dimethylcarbamoyl-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester;(2s-cis)-2-[(dimethylamino)carbonyl]-4-mercapto-1-pyrrolidinecarboxylic acid (4-nitrophenyl) methyl ester;(2s,4s)-2-(dimethylaminocarbonyl)-4-mercapto-1-(4'-nitrobenzyloxycarbonyl)-1-pyrrolidine;2s,4s)-2-dimethylaminocarbonyl-4-mercapto-1-p-nitrobenzyloxycabonyl-pyrrolidine; |
Article Data | 11 |
Side chain for Meropenem Synthetic route
- 127966-47-6
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine
- 506-59-2
N,N-dimethylammonium chloride
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Stage #1: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 5℃; for 0.166667h; Stage #2: N,N-dimethylammonium chloride In N,N-dimethyl-formamide at 0 - 5℃; for 3h; Concentration; | 92.3% |
| Stage #1: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 5℃; for 0.166667h; Stage #2: N,N-dimethylammonium chloride In N,N-dimethyl-formamide at 0 - 5℃; for 3h; | 92.3% |
- 506-59-2
N,N-dimethylammonium chloride
- 151072-00-3
(2S,4S)-5-p-nitrobenzyloxycarbonyl-2-thia-5-azabicyclo<2.2.1>heptan-3-one
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| With triethylamine In tetrahydrofuran for 5h; Ambient temperature; | 92% |
- 936226-36-7
bi[(2S,4S)-2-dimethylaminocarbonyl-1-PNZ-pyrrolindin-4-yl]disulfide
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| With tributylphosphine; water In tetrahydrofuran for 0.5h; | 90% |
| With tributylphosphine In tetrahydrofuran; water for 0.5h; | 90% |
- 96034-61-6
4-Nitrobenzyl (2S,4S)-4-(acetylthio)-2-[(dimethylamino)carbonyl]pyrrolidine-1-carboxylate
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| With acetyl chloride In methanol at 25 - 30℃; for 6h; | 80% |
| With methanol; acetyl chloride at 25℃; for 2.5 - 5h; Product distribution / selectivity; Heating / reflux; | 70% |
| With Lewatit K 2649 - ion exchange resin In methanol at 25 - 67℃; Product distribution / selectivity; |
- 96034-57-0
(2S,4R)-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine-2-carboxylic acid
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C 2.1: triethylamine / dichloromethane / -20 °C 3.1: N,N-dimethyl-formamide / 70 - 80 °C 4.1: sodium hydroxide; water / methanol / 5 - 10 °C 4.2: pH 2 View Scheme |
- 4457-32-3
4-nitrobenzyl chloroformate
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: sodium hydroxide / water / 0 - 5 °C 1.2: 0 - 5 °C 1.3: 0 - 5 °C 2.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C 3.1: triethylamine / dichloromethane / -20 °C 4.1: N,N-dimethyl-formamide / 70 - 80 °C 5.1: sodium hydroxide; water / methanol / 5 - 10 °C 5.2: pH 2 View Scheme |
- 51-35-4
4R-4-hydroxyproline
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: sodium hydroxide / water / 0 - 5 °C 1.2: 0 - 5 °C 1.3: 0 - 5 °C 2.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C 3.1: triethylamine / dichloromethane / -20 °C 4.1: N,N-dimethyl-formamide / 70 - 80 °C 5.1: sodium hydroxide; water / methanol / 5 - 10 °C 5.2: pH 2 View Scheme | |
| Multi-step reaction with 4 steps 1.1: tributylphosphine / tetrahydrofuran / 25 h / 60 - 65 °C 2.1: diethylamino-sulfur trifluoride / 1,2-dichloro-ethane / 26 h / 0 - 60 °C 3.1: sodium carbonate / acetone; water / 5 h / 0 - 50 °C 4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C 4.2: 3 h / 0 - 5 °C View Scheme |
- 130625-69-3
(2S,4R)-1-p-Nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / -20 °C 2.1: N,N-dimethyl-formamide / 70 - 80 °C 3.1: sodium hydroxide; water / methanol / 5 - 10 °C 3.2: pH 2 View Scheme |
- 130625-70-6
(2S,4R)-2-dimethylaminocarbonyl-4-mesyloxy-1-p-nitrobenzyloxycarbonylpyrrolidine
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: N,N-dimethyl-formamide / 70 - 80 °C 2.1: sodium hydroxide; water / methanol / 5 - 10 °C 2.2: pH 2 View Scheme |
- 96034-64-9
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: diethylamino-sulfur trifluoride / ethylenediamine / 26 h / 0 - 60 °C 2.1: sodium carbonate / acetone; water / 0.25 h / 0 - 25 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C 3.2: 3 h / 0 - 5 °C View Scheme | |
| Multi-step reaction with 3 steps 1.1: diethylamino-sulfur trifluoride / 1,2-dichloro-ethane / 26 h / 0 - 60 °C 2.1: sodium carbonate / acetone; water / 5 h / 0 - 50 °C 3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C 3.2: 3 h / 0 - 5 °C View Scheme |
Side chain for Meropenem Chemical Properties
Molecular Structure of Side chain for Meropenem (CAS NO.96034-64-9):
IUPAC Name: 3-chloro-10-methylacridin-9-one
Empirical Formula: C15H19N3O5S
Molecular Weight: 353.3935
H bond acceptors: 8
H bond donors: 0
Freely Rotating Bonds: 6
Molar Refractivity: 89.96 cm3
Molar Volume: 258.9 cm3
Surface Tension: 61.1 dyne/cm
Index of Refraction: 1.611
Surface Tension: 61.1 dyne/cm
Density: 1.36 g/cm3
Flash Point: 289.9 °C
Enthalpy of Vaporization: 83.72 kJ/mol
Boiling Point: 555.8 °C at 760 mmHg
Vapour Pressure: 2.17E-12 mmHg at 25°C
Appearance:White Crystalline Solid
Product Categories: Chemical intermediate for Meropenem; intermediatesofmeropenam; Organic acids; API intermediates;(intermediate of meropenem); (the sidechain of meropenem); Intermediates & Fine Chemicals; Pharmaceuticals; Pharmaceutical; pharmaceutical intermediates
Synonyms of Side chain for Meropenem (CAS NO.96034-64-9): 2-Dimethylcarbamoyl-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester ; (2s-cis)-2-[(dimethylamino)carbonyl]-4-mercapto-1-pyrrolidinecarboxylic acid (4-nitrophenyl) methyl ester ; (2s,4s)-2-(dimethylaminocarbonyl)-4-mercapto-1-(4'-nitrobenzyloxycarbonyl)-1-pyrrolidine ; (2s,4s)-2-dimethylaminocarbonyl-4-mercapto-1-p-nitrobenzyloxycabonyl-pyrrolidine ; (2s,4s)-2-(dimethylaminocarbonyl)-4-mercapto-1-(p-nitrobenzyloxycarbonyl)-1-pyrrolidine ; side chain for meropenem ; (2s,4s)-2-(dimethylaminocarbonyl)-4-mercapto-1- (p-nitrobenzyloxycarbonyl)-1- py ; (2s,4s)-2-dimethylcarbamoyl-4-mercapto-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester
Side chain for Meropenem Specification
Side chain for Meropenem (CAS NO.96034-64-9) is a white Crystalline Solid, Side chain for Meropenem (96034-64-9) is an intermediate used for the synthesis of Meropenem.
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