65309-11-7

Basic information

• Product Name: (3S,αR)-3-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic acid
• Synonyms: (3S,αR)-3-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic acid;Nocardicin G;(αR,3S)-3-[[(2R)-2-aMino-2-(4-hydroxyphenyl)acetyl]aMino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic Acid;[3S-[1(S*),3R*(S*)]]-3-[[AMino(4-hydroxyphenyl) acetyl]aMino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic Acid;Antibiotic FR 29644;FR 29644
• CAS NO: 65309-11-7
• Molecular Formula: C₁₉H₁₉N₃O₆
• Molecular Weight: 385.37066
• Product Categories: Amines;Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 65309-11-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 808.8°C at 760 mmHg
• Flash Point: 443°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 1.23E-27mmHg at 25°C
• Refractive Index: 1.721
• CAS DataBase Reference: (3S,αR)-3-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,αR)-3-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic acid(65309-11-7)
• EPA Substance Registry System: (3S,αR)-3-[[(R)-Amino(4-hydroxyphenyl)acetyl]amino]-α-(4-hydroxyphenyl)-2-oxo-1-azetidineacetic acid(65309-11-7)

Safety Data

• Hazardous Substances Data: 65309-11-7(Hazardous Substances Data)

Usage

Uses

Nocardicin G is a β-lactam antibiotic.

Definition

ChEBI: A monobactam obtained by formal condensation of the carboxy group of (2R)-amino(4-hydroxyphenyl)acetic acid with the amino group of (2R)-[(3S)-3-amino-2-oxoazetidin-1-yl](4-hydroxyphenyl)acetic acid

InChI:InChI=1/C19H19N3O6/c20-15(10-1-5-12(23)6-2-10)17(25)21-14-9-22(18(14)26)16(19(27)28)11-3-7-13(24)8-4-11/h1-8,14-16,23-24H,9,20H2,(H,21,25)(H,27,28)/t14-,15?,16+/m0/s1

Upstream product

• 61425-19-2 nocardicin A sodium salt 
• 59510-70-2 bis(phenylthioureido)nocardicin C 
• 59511-12-5 nocardicin C 
• 67509-41-5 3-aminonocardicinic acid hydrochloride 
• 22818-40-2 D-4-hydroxyphenylglycine 
• 111216-46-7 tert-butyl N-(4,5-diphenyl-4-oxazolin-2-onyl)-L-seryl-D-glycinate 
• 110207-46-0 (-)-3-N-(4,5-diphenyl-4-oxazolin-2-onyl)aminocardicinic acid tert-butyl ester 
• 123004-73-9 (-)-tert-butyl 3-aminonocardicinate hydrochloride 
• 27460-85-1 N-(tert-butoxycarbonyl)-D-(4-hydroxyphenyl)glycine 
• 110207-48-2 (R)-{(S)-3-[(R)-2-tert-Butoxycarbonylamino-2-(4-hydroxy-phenyl)-acetylamino]-2-oxo-azetidin-1-yl}-(4-hydroxy-phenyl)-acetic acid tert-butyl ester 

Downstream Products

• 121787-02-8 N-(tert-butyloxycarbonyl)nocardicin G 
• 1443793-39-2 nocardicin G-pantetheine trifluoroacetate 
• 1443793-41-6 epi-nocardicin G-SNAC 
• 1443793-43-8 nocardicin G-SNAC 

Relevant articles and documents

Stereocontrolled syntheses of peptide thioesters containing modified seryl residues as probes of antibiotic biosynthesis

Methods have been developed to synthesize tri- and pentapeptide thioesters containing one or more p-(hydroxyphenyl)glycine (pHPG) residues and l-serine, some where the latter is O-phosphorylated, O-acetylated, or exists as a β-lactam. Selection of orthogo

Preparation of 3-aminonocardicinic acid and its acyl derivatives

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