87554-50-5

Basic information

• Product Name: (R)-(-)-methyl N-t-butyloxycarbonyl-3-(toluene-4-sulphonyloxy)-4-aminobutanoate
• CAS NO: 87554-50-5
• Molecular Weight: 387.454
• Mol File: 87554-50-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-(-)-methyl N-t-butyloxycarbonyl-3-(toluene-4-sulphonyloxy)-4-aminobutanoate(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(-)-methyl N-t-butyloxycarbonyl-3-(toluene-4-sulphonyloxy)-4-aminobutanoate(87554-50-5)
• EPA Substance Registry System: (R)-(-)-methyl N-t-butyloxycarbonyl-3-(toluene-4-sulphonyloxy)-4-aminobutanoate(87554-50-5)

Safety Data

• Hazardous Substances Data: 87554-50-5(Hazardous Substances Data)

Upstream product

• 916971-31-8 (R)-methyl 4-amino-3-hydroxybutanoate 
• 87554-49-2 (R)-(-)-methyl N-t-butyloxycarbonyl-3-hydroxy-4-aminobutanoate 
• 98-59-9 p-toluenesulfonyl chloride 

Relevant articles and documents

Heterocyclic GABA Agonists. Synthesis and Crystal Structure of (RS)-5-(N-t-Butyloxycarbonylaminomethyl)-3-oxoisoxazolidine-2-carboxamide, a Derivative of Dihydromuscimol

Reaction of the O- and N-protected (RS)-3-hydroxy-4-aminobutyric acid ester (4) with hydroxyurea under basic conditions unexpectedly yielded (RS)-5-(N-t-butyloxycarbonylaminomethyl)-3-oxoisoxazolidine-2-carboxamide (8), the structure of which has been confirmed by an X-ray analysis.Elimination of the cyanate ion, which could be trapped with dimethylamine, converted (8) into the corresponding 2-isoxazolin-3-ol derivative (7).Attempts to prepare the individual enantiomers of (8) were unsuccessful.The (R)-(-)-3-hydroxy-4-aminobutyric acid derivative (5) yielded racemic (8).The cyclization reaction of (5) and (4) are believed to involve elimination of toluene-4-sulphonate giving the corresponding α,β-unsaturated ester as an intermediate.