132273-88-2

Basic information

• Product Name: (2R,4R)-N-benzyl-2-methyl-4-phenyl-1,3-oxazolidine
• Synonyms: (2R,4R)-N-benzyl-2-methyl-4-phenyl-1,3-oxazolidine
• CAS NO: 132273-88-2
• Molecular Weight: 253.344
• Mol File: 132273-88-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (2R,4R)-N-benzyl-2-methyl-4-phenyl-1,3-oxazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-N-benzyl-2-methyl-4-phenyl-1,3-oxazolidine(132273-88-2)
• EPA Substance Registry System: (2R,4R)-N-benzyl-2-methyl-4-phenyl-1,3-oxazolidine(132273-88-2)

Safety Data

• Hazardous Substances Data: 132273-88-2(Hazardous Substances Data)

Upstream product

• 14231-57-3 (R)-N-benzyl-2-phenylglycinol 
• 75-07-0 acetaldehyde 
• 98-88-4 benzoyl chloride 
• 74213-58-4 N-[(1R)-2-hydroxy-1-phenylethyl]benzamide 
• 100-52-7 benzaldehyde 
• 74879-43-9 (R)-N-benzylidene-2-hydroxy-1-phenylethylamine 
• 56613-80-0 D-2-phenylglycinol 

Downstream Products

• 142342-60-7 (R)-3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester 
• 142342-68-5 (S)-3-[Benzyl-((R)-2-hydroxy-1-phenyl-ethyl)-amino]-butyric acid ethyl ester 
• 5303-65-1 (S)-ethyl 3-aminobutyrate 
• 5303-65-1 ethyl 3-(R)-methyl-β-alanine 

Relevant articles and documents

Synthesis of enantiomerically pure α-substituted propargylic amines by reaction of organoaluminum reagents with oxazolidines

Various oxazolidines prepared in two steps from (R)-phenylglycinol react at 0 °C with dialkylalkynylalane-triethylamine complexes in the presence of trimethylaluminum in high yield and diastereoselectivity. Enantiomerically pure primary α-substituted propargylamines can be easily obtained in two steps after removal of ferrocenylmethyl protective group under smooth acidic conditions and oxidative cleavage of the chiral appendage.

Asymmetric synthesis of α-amino phosphonic acids by diastereoselective addition of trimethyl phosphite onto chiral oxazolidines

A simple and general asymmetric synthesis of α-amino phosphonic acids is described. The method involves the highly selective addition of trialkyl phosphite onto various chiral oxazolidines. Oxazaphosphorinanes thus obtained with an excellent diastereoselectivity furnish the corresponding (S)-α-substituted amino phosphonic acids in good overall yields and high ee (77→97%) after simple deprotection.

The absolute configuration and stereoselective Grignard reaction of N-substituted 4-phenyl-1,3-oxazolidines

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