834898-10-1

Basic information

• Product Name: 3-Oxazolidinecarboxylic acid, 2-(1,1-dimethylethyl)-4-(2-methylpropyl)-5-oxo-, phenylmethyl ester, (2S,4S)-
• CAS NO: 834898-10-1
• Molecular Formula: C19H27NO4
• Molecular Weight: 333.428
• Mol File: 834898-10-1.mol

Chemical Properties

• CAS DataBase Reference: 3-Oxazolidinecarboxylic acid, 2-(1,1-dimethylethyl)-4-(2-methylpropyl)-5-oxo-, phenylmethyl ester, (2S,4S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxazolidinecarboxylic acid, 2-(1,1-dimethylethyl)-4-(2-methylpropyl)-5-oxo-, phenylmethyl ester, (2S,4S)-(834898-10-1)
• EPA Substance Registry System: 3-Oxazolidinecarboxylic acid, 2-(1,1-dimethylethyl)-4-(2-methylpropyl)-5-oxo-, phenylmethyl ester, (2S,4S)-(834898-10-1)

Safety Data

• Hazardous Substances Data: 834898-10-1(Hazardous Substances Data)

Upstream product

• 416844-86-5 bromoformate benzyl ester 
• 1631179-23-1 1,3-dioxoisoindolin-2-yl isobutyrate 
• 163084-89-7 benzyl (2S,4S)-2-(tert-butyl)-4-isobutyl-5-oxooxazolidine-3-carboxylate 
• 316352-58-6 (2S,4R)-benzyl 2-tert-butyl-4-(methylsulfonylmethyl)-5-oxooxazolidine-3-carboxylate 
• 1258543-77-9 (2S,4R)-benzyl 2-tert-butyl-4-(methylthiomethyl)-5-oxooxazolidine-3-carboxylate 
• 630-19-3 pivalaldehyde 
• 501-53-1 benzyl chloroformate 
• 75-30-9 2-iodo-propane 

Downstream Products

• 1231218-09-9 C₂₄H₃₅NO₄ 
• 328-39-2 LEUCINE 
• 61-90-5 L-leucine 
• 2018-66-8 Z-Leu-OH 

Relevant articles and documents

Decarboxylative Radical Addition to Methylideneoxazolidinones for Stereocontrolled Synthesis of Selectively Protected Diamino Diacids

Syntheses of stereochemically pure and selectively protected diamino diacids can be achieved by redox decarboxylation of distal N-hydroxyphthalimide esters of protected aspartic, glutamic or α-aminoadipic acids via radical addition to methylideneoxazolidinones. The products are useful for solid-supported syntheses of robust bioactive carbocyclic peptide analogs. Yields of reactive primary radical addition are superior to those of more stabilized radicals, and the reaction fails if the alkylideneoxazolidinone has a methyl substituent on its terminus (i.e., 13a/13b).

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The all-hydrocarbon peptide stapling strategy has recently been extensively explored in drug discovery. There remains the potential for improvement regarding the retention of the amino acid side chains at the stapled positions. Herein, we describe a new s

Design, synthesis, and structural analysis of D, L -mixed polypyrrolinones. 2. Macrocyclic hexapyrrolinones

The design, synthesis, and structural analysis of two macrocyclic d,l-alternating hexapyrrolinones have been achieved. These cyclic peptide mimics adopt a flat, hexagonal conformation, stabilized by intramolecular hydrogen bonding between adjacent pyrrolinone rings. Extensive NMR studies and X-ray analysis reveal, respectively, that the macrocyclic hexapyrrolinones aggregate in solution and in the solid state form staggered stacked nanotube-like assemblies.

Practical and efficient enantioselective synthesis of α-amino acids in aqueous media

Enantiomerically pure natural and unnatural α-amino acids have been synthesized from a chiral melhyleneoxazolidinone by means of a highly diastereoselective 1,4-conjugate addition of alkyl iodides in aqueous media. The zinc-copper conjugate addition reaction exhibits high chemoselectivity, with the possibility of using functionalized iodides, to afford a single diastereomer in short reaction times and with good yields.