271260-90-3

Basic information

• Product Name: 3-Oxazolidinecarboxylic acid, 4-ethenyl-2,2-dimethyl-, phenylmethyl ester, (4R)-
• CAS NO: 271260-90-3
• Molecular Formula: C15H19NO3
• Molecular Weight: 261.321
• Mol File: 271260-90-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Oxazolidinecarboxylic acid, 4-ethenyl-2,2-dimethyl-, phenylmethyl ester, (4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxazolidinecarboxylic acid, 4-ethenyl-2,2-dimethyl-, phenylmethyl ester, (4R)-(271260-90-3)
• EPA Substance Registry System: 3-Oxazolidinecarboxylic acid, 4-ethenyl-2,2-dimethyl-, phenylmethyl ester, (4R)-(271260-90-3)

Safety Data

• Hazardous Substances Data: 271260-90-3(Hazardous Substances Data)

Upstream product

• 31139-36-3 dibenzyl dicarbonate 
• 186759-45-5 (+/-)-(1-hydroxymethallyl)carbamic acid benzyl ester 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 117833-92-8 (4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde 
• 91103-38-7 (R)-(1-hydroxymethallyl)carbamic acid benzyl ester 
• 77-76-9 2,2-dimethoxy-propane 

Downstream Products

• 271261-14-4 (R)-3-(benzyloxycarbonyl)-4-[2-(4-bromophenyl)ethyl]-2,2-dimethyloxazolidine 
• 271261-18-8 (R)-2-[(benzyloxycarbonyl)amino]-4-(2,4,6-trimethylphenyl)-1-butanol 
• 1258210-40-0 S-(-)-benzyl 4-acetyl-2,2-dimethyoloxazolidine-3-carboxylate 
• 412917-38-5 benzyl (4R)-2,2-dimethyl-4-[2-(2-nitrophenyl)ethyl]-1,3-oxazolidine-3-carboxylate 

Relevant articles and documents

Catalyst-controlled Wacker-type oxidation of protected allylic amines

On the contrary: Utilizing the [Pd-(quinox)]-TBHP catalyst system, protected allylic amines were oxidized with high selectivity for the methyl ketone product. This is contrary to the results obtained by the substrate-controlled Tsuji-Wacker oxidation, which highlights the catalyst-controlled system presented here (see scheme). A variety of N-pro-tecting groups undergo selective oxidation with high ketone selectivity. TBHP = tert-butylhydroperoxide.

Synthesis of unnatural amino acids via suzuki cross-coupling of enantiopure vinyloxazolidine derivatives

(R and S)-α-Amino alcohols and α-amino acids, including 4-methoxyhomophenylalanine, with a variety of unnatural side chains have been synthesized via palladium-catalyzed cross-coupling Suzuki reactions. The key building blocks 1 and 2, synthesized from the common achiral precursor 2-butene-1,4-diol, were made enantiopure utilizing a Pseudomonas cepacia lipase-catalyzed kinetic resolution. The optimal conditions for the Suzuki cross-coupling and the subsequent oxidations of the resultant α-amino alcohols are described.