99333-60-5

Basic information

• Product Name: (S)-3-[(3S,4R)-1-Benzyl-2-oxo-4-((E)-styryl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one
• Synonyms: (S)-3-[(3S,4R)-1-Benzyl-2-oxo-4-((E)-styryl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one
• CAS NO: 99333-60-5
• Molecular Weight: 424.499
• Mol File: 99333-60-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (S)-3-[(3S,4R)-1-Benzyl-2-oxo-4-((E)-styryl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-[(3S,4R)-1-Benzyl-2-oxo-4-((E)-styryl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one(99333-60-5)
• EPA Substance Registry System: (S)-3-[(3S,4R)-1-Benzyl-2-oxo-4-((E)-styryl)-azetidin-3-yl]-4-phenyl-oxazolidin-2-one(99333-60-5)

Safety Data

• Hazardous Substances Data: 99333-60-5(Hazardous Substances Data)

Upstream product

• 99395-88-7 (S)-4-phenyl-2-oxazolidinone 
• 99333-53-6 ((R)-2-Oxo-4-phenyl-oxazolidin-3-yl)-acetic acid ethyl ester 
• 90319-52-1 (4R)-phenyl-2-oxazolidinone 
• 123882-32-6 2-[(R)-2-oxo-4-phenyloxazolidin-3-yl]acetic acid 
• 112674-71-2 (R)-(2-oxo-4-phenyl-1,3-oxazolidin-3-yl)acetyl chloride 
• 60293-41-6 N-((E)-3-phenylallylidene)benzylamine 
• 201230-82-2 carbon monoxide 
• 99333-56-9 N-(3-phenylprop-2-enylidene)benzylamine 
• 99333-55-8 2-(4(S)-phenyloxazolidin-2-on-3-yl)acetyl chloride 
• 60729-80-8 (S)-2-((ethoxycarbonyl)amino)-2-phenylacetic acid 
• 99333-53-6 ethyl 2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetate 
• 123882-32-6 2-[(4S)-2-oxo-4-phenyl-1,3-oxazolidin-3-yl]acetic acid 

Downstream Products

• 135821-30-6 (4R,3'R,4'R)-3-<4'-(hydroxymethyl)-2'-oxo-1'-(phenylmethyl)-3'-azetidinyl>-4-phenyl-2-oxazolidinone 
• 110289-27-5 cis-(3R,4R)-1-benzyl-4-formyl-3-<(4R)-2-oxo-4-phenyloxazolidin-3-yl>azetidin-2-one 

Relevant articles and documents

A contribution to the confusion surrounding the reaction of ketenes with imines to produce β-lactams. A comparison of stereoselectivity dependence on the method of ketene generation: Acid chloride/triethylamine vs photolysis of chromium-carbene complexes

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The asymmetric synthesis of β-lactam antibiotics. I. Application of chiral oxazolidones in the Staudinger Reaction

The reactions of oxazolidone with N-benzylimines proceed with exceptional levels of asymmetric induction to form the cycloadducts. Subsequent dissolving metal reduction affords the homochiral β-lactam derivatives in good overall yield.