71405-00-0

Basic information

• Product Name: tert-butyl [1-(benzyloxy)-2-oxoazetidin-3-yl]carbamate
• CAS NO: 71405-00-0
• Molecular Formula: C₁₅H₂₀N₂O₄
• Molecular Weight: 292.3303
• Mol File: 71405-00-0.mol
• Article Data: 5

Chemical Properties

• Density: 1.21g/cm³
• Refractive Index: 1.558
• CAS DataBase Reference: tert-butyl [1-(benzyloxy)-2-oxoazetidin-3-yl]carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl [1-(benzyloxy)-2-oxoazetidin-3-yl]carbamate(71405-00-0)
• EPA Substance Registry System: tert-butyl [1-(benzyloxy)-2-oxoazetidin-3-yl]carbamate(71405-00-0)

Safety Data

• Hazardous Substances Data: 71405-00-0(Hazardous Substances Data)

Upstream product

• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 71404-98-3 (R)-2-((tert-butoxycarbonyl)amino)-3-chloropropanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 3262-72-4 (S)-N-(tert-butoxycarbonyl)serine 
• 622-33-3 N-benzyloxyamine 
• 71605-42-0 O-benzyl-N-t-BOC-β-chloro-L-alanine hydroxamate 

Downstream Products

• 90472-80-3 4-<(benzyloxyamino)methyl>-2,5-oxazolidinedione p-tosylate 
• 71405-01-1 3-<(tert-butoxycarbonyl)amino>-1-hydroxy-2-azetidinone 
• 75624-25-8 (2S)-3-<(benzyloxy)amino>-2-<(tert-butoxycarbonyl)amino>propionamide 
• 82933-24-2 3(S)-amino-1-benzyloxy-2-azetidinone 
• 90472-78-9 1-(benzyloxy)-2-oxo-4-imidazolidinecarboxylic acid 
• 210547-97-0 (S)-3-Benzyloxyamino-2-tert-butoxycarbonylamino-propionic acid 

Relevant articles and documents

In Silico Design and Enantioselective Synthesis of Functionalized Monocyclic 3-Amino-1-carboxymethyl-β-lactams as Inhibitors of Penicillin-Binding Proteins of Resistant Bacteria

As a complement to the renowned bicyclic β-lactam antibiotics, monocyclic analogues provide a breath of fresh air in the battle against resistant bacteria. In that framework, the present study discloses the in silico design and unprecedented ten-step synthesis of eleven nocardicin-like enantiomerically pure 2-{3-[2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido]-2-oxoazetidin-1-yl}acetic acids starting from serine as a readily accessible precursor. The capability of this novel class of monocyclic 3-amino-β-lactams to inhibit penicillin-binding proteins (PBPs) of various (resistant) bacteria was assessed, revealing the potential of α-benzylidenecarboxylates as interesting leads in the pursuit of novel PBP inhibitors. No deactivation by representative enzymes belonging to the four β-lactamase classes was observed, while weak inhibition of class C β-lactamase P99 was demonstrated.

Synthesis of (S,S)-3-prolylazetidin-2-one: A key component in the synthesis of an HIV gp120 constrained immunogen

The title compound (2) was synthesized in 5 steps from D-serine. In the absence of protection of the carboxyl group, the β-lactam nucleus underwent a facile rearrangement to provide the undesired diazabicyclo[4.3.0]nonane compound, under acidic or basic c

Synthesis of β-lactams from substituted hydroxamic acids

-