ChemicalBook > Product Catalog >API >Antibiotics >β-Lactamase inhibitors >3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid

3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid

3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Suppliers list
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CAS:202467-69-4
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Products Intro: Product Name:Side Train of Ertapenem
CAS:202467-69-4
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Products Intro: Product Name:3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
CAS:202467-69-4
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Products Intro: Product Name:3-[[[(2s,4s)-4-mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
CAS:202467-69-4
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Products Intro: Product Name:TIANFUCHEM--202467-69-4--High purity 3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid factory price
CAS:202467-69-4
Purity:99% Package:25KG;5KG;1KG

3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid manufacturers

3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Basic information
Product Name:3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid
Synonyms:3-([[(2S,4S)-4-Mercapto-1-((4-nitrobenzyloxy)carbonyl)pyrrolidin-2-yl]carbonyl]aMino)benzoic acid;The Sidechain of Ertapenem;2-[(3-carboxyanilino)-oxomethyl]-4-mercapto-4-nitro-2-(phenylmethyl)-1-pyrrolidinecarboxylate;Ertaipenem side chain;Ertapenem side chain, Side chain for Ertapenem;Ertapenem side chains;[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid;Side Train of Ertapenem
CAS:202467-69-4
MF:C20H19N3O7S
MW:445.45
EINECS:606-474-0
Product Categories:
Mol File:202467-69-4.mol
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Structure
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Chemical Properties
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)
pka4.06±0.10(Predicted)
form Solid
color Off-White
InChIKeyRTQKWWOSWDCUMA-IRXDYDNUSA-N
SMILESN1(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 Reference202467-69-4(CAS DataBase Reference)
Safety Information
MSDS Information
3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid Usage And Synthesis
Uses3-[[[(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
3-Aminobenzoic acid

99-05-8

2-Thia-5-azabicyclo[2.2.1]heptane-5-carboxylic acid, 3-oxo-, (4-nitrophenyl)methyl ester, (1S,4S)-

151072-00-3

3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid

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
Tag:3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid(202467-69-4) Related Product Information
Side chain for imipenem (Z)-2-(Methoxycarbonylmethoxyimino)-2-(2-aminothiazol-4-yl)acetic acid CARBONYL SULFIDE Side chain for meropenem 6-Aminocaproic acid Ertapenem PYRAZOPHOS BIAPENEM SIDE CHAIN Ertapenem impurity 3 (4R,5S,6S)-3-[[(3S,5S)-1-[3-[[[(2S,4S)-4-[[(4R,5S,6S)-2-Carboxy-6-[(1R)-1-hydroxyethyl]-4-Methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]thio]-2-pyrrolidinyl]carbonyl]aMino]benzoyl]-5-[[(3-carboxyphenyl)aMino]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-Methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic Acid Glycine Ertapenem sodium 3-[(2S,4S)-4-Mercaptopyrrolidine-2-carboxamido]benzoic acid hydrochloride ErtapeneM IMpurity DIPP ErtapeneM Side Chain EnantioMer 1 Ertapenem-d4 Disodium Malathion 3-[[[(2S,4S)-4-Mercapto-1-(4-nitrobenzyloxy)carbonyl-2-pyrrolidinyl]carbonyl]amino]benzoic acid