3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
- Product Name
- 3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
- CAS No.
- 202467-69-4
- Chemical Name
- 3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
- Synonyms
- Ertapenem side chain;Ertaipenem side chain;Ertapenem side chains;ERTAPENEM SIDE CHAIN 1;SIDECHAINIFORERTAPENEM;Side Train of Ertapenem;Side Chain of ErtapeneM;Etapec South Side Chain;SIDE CHAIN FOR ERTAPENEM;E he pei south side chain
- CBNumber
- CB1855069
- Molecular Formula
- C20H19N3O7S
- Formula Weight
- 445.45
- MOL File
- 202467-69-4.mol
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Property
- Boiling point:
- 749.6±60.0 °C(Predicted)
- Density
- 1.50±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO, Methanol (Sparingly)
- pka
- 4.06±0.10(Predicted)
- form
- Solid
- color
- Off-White
- InChIKey
- RTQKWWOSWDCUMA-IRXDYDNUSA-N
- SMILES
- N1(C(OCC2=CC=C([N+]([O-])=O)C=C2)=O)C[C@@H](S)C[C@H]1C(NC1=CC=CC(C(O)=O)=C1)=O
- CAS DataBase Reference
- 202467-69-4(CAS DataBase Reference)
N-Bromosuccinimide Price
- Product number
- N494590
- Product name
- 3-[[[(2S,4S)-1-(4-Nitrobenzyloxycarbonyl)-4-mercaptopyrrolidin-2-yl]carbonyl]amino]benzoicAcid
- Packaging
- 1g
- Price
- $250
- Updated
- 2021/12/16
- Product number
- N494590
- Product name
- 3-[[[(2S,4S)-1-(4-Nitrobenzyloxycarbonyl)-4-mercaptopyrrolidin-2-yl]carbonyl]amino]benzoicAcid
- Packaging
- 5g
- Price
- $745
- Updated
- 2021/12/16
- Product number
- R523
- Product name
- 3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoicacid
- Packaging
- 100mg
- Price
- $135
- Updated
- 2021/12/16
- Product number
- 092423
- Product name
- 3-((2S,4S)-4-Mercapto-1-(((4-nitrobenzyl)oxy)-carbonyl)pyrrolidine-2-carboxamido)benzoic acid
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $492
- Updated
- 2021/12/16
- Product number
- 60674
- Product name
- 3-[[[(2S,4S)-1-(4-Nitrobenzyloxycarbonyl)-4-mercaptopyrrolidin-2-yl]carbonyl]amino]benzoicAcid
- Packaging
- 100mg
- Price
- $610
- Updated
- 2021/12/16
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Chemical Properties,Usage,Production
Uses
3-[[[(2S,4S)-1-(4-Nitrobenzyloxycarbonyl)-4-mercaptopyrrolidin-2-yl]carbonyl]amino]benzoic Acid is an intermediate in the preparation of Ertapenem (E635000) and intermediates.
Synthesis
99-05-8
151072-00-3
202467-69-4
At 60 °C, m-aminobenzoic acid (9.45 g, 68.9 mmol) was dissolved in 200 g of methanol and 1 g of tributylphosphine and 400 ml of a methanolic solution of 4M HCl were added. Subsequently, 220 g of methanol solution of 4-nitrobenzyl (1S,4S)-3-oxo-2-thia-5-azabicyclo[2.2.1]heptane-5-carboxylate (19.8 g, 64.28 mmol) was slowly added. The reaction was stirred at the same temperature for 3 hours. After completion of the reaction, the slurry was cooled and filtered to obtain white crystals. The white crystals were washed with methanol and then dried under vacuum to afford 3-((2S,4S)-4-mercapto-1-(((4-nitrobenzyloxy)oxy)carbonyl)pyrrolidine-2-carboxamido)benzoic acid (127.8 g) in 97% molar yield and 99.2% HPLC purity.
References
[1] Patent: CN105566193, 2016, A. Location in patent: Paragraph 0014; 0015
[2] Patent: CN104130262, 2017, B. Location in patent: Paragraph 0132; 0133; 0134
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid manufacturers
- Product
- Side Train of Ertapenem 202467-69-4
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2024-10-28
- Product
- Side Train of Ertapenem 202467-69-4
- Price
- US $50.00-8.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 20 tons
- Release date
- 2023-09-20
- Product
- 3-[[[(2s,4s)-4-mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid 202467-69-4
- Price
- US $0.00-0.00/g
- Min. Order
- 1g
- Purity
- 99.99%
- Supply Ability
- 20 tons
- Release date
- 2024-04-09