868632-24-0

Basic information

• Product Name: (4R)-[(2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-hydroxy-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one
• Synonyms: (4R)-[(2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-hydroxy-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one
• CAS NO: 868632-24-0
• Molecular Weight: 530.621
• Mol File: 868632-24-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4R)-[(2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-hydroxy-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4R)-[(2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-hydroxy-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one(868632-24-0)
• EPA Substance Registry System: (4R)-[(2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-hydroxy-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one(868632-24-0)

Safety Data

• Hazardous Substances Data: 868632-24-0(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 637337-09-8 (4R)-[(2R,3S)-2-({[(tert-butoxy)carbonyl]amino}methyl)-3-hydroxy-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one 
• 637337-49-6 (4R)-3-({3-[(tert-butoxy)carbonyl]amino}-1-oxopropyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one 
• 191090-32-1 (R)-4-(1-methylethyl)-5,5-diphenyl-1,3-oxazolidin-2-one 

Downstream Products

• 637337-75-8 (2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-(tert-butoxy)butanoic acid 
• 868632-25-1 (4R)-[(2R,3S)-2-({[(benzyloxy)carbonyl]amino}methyl)-3-(tert-butoxy)-1-oxopropyl]-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one 

Relevant articles and documents

Preparation of β2-amino acid derivatives (β2hThr, β2hTrp, β2hMet, β2hPro, β2hLys, pyrrolidine-3-carboxylic acid) by using DIOZ as chiral auxiliary

The title compounds were prepared from valine-derived N-acylated oxazolidin-2-ones, 1-3, 7, 9, by highly diastereoselective (≥ 90%) Mannich reaction (→ 4-6; Scheme 1) or aldol addition (→ 8 and 10; Scheme 2) of the corresponding Ti- or B-enolates as the key step. The superiority of the '5,5-diphenyl-4-isopropyl-1,3-oxazolidin-2-one' (DIOZ) was demonstrated, once more, in these reactions and in subsequent transformations leading to various t-Bu-, Boc-, Fmoc-, and Cbz-protected β2-homoamino acid derivatives 11-23 (Schemes 3-6). The use of ω-bromo-acyl-oxazolidinones 1-3 as starting materials turned out to open access to a variety of enantiomerically pure trifunctional and cyclic carboxylic-acid derivatives.