142618-91-5

Basic information

• Product Name: (4R, 5S)-4-benzyl-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-2-oxazolidinone
• Synonyms: (4R, 5S)-4-benzyl-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-2-oxazolidinone
• CAS NO: 142618-91-5
• Molecular Weight: 379.413
• Mol File: 142618-91-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (4R, 5S)-4-benzyl-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-2-oxazolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: (4R, 5S)-4-benzyl-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-2-oxazolidinone(142618-91-5)
• EPA Substance Registry System: (4R, 5S)-4-benzyl-5-(1,2-bis(isopropoxycarbonyl)hydrazino)-2-oxazolidinone(142618-91-5)

Safety Data

• Hazardous Substances Data: 142618-91-5(Hazardous Substances Data)

Upstream product

• 142647-12-9 (4R,5S)-5-<1,2-bis(isopropoxycarbonyl)hydrazino>-4-methoxy-2-oxazolidinone 
• 6921-34-2 benzylmagnesium chloride 
• 142697-35-6 (4aS, 7aS)-isopropyl cis-4a,7a-dihydro-3-isopropoxy-5-<(1S)-2-exo-methoxy-1-apocamphanecarbonyl>-6-oxo-oxazolino<5,4-e><1,3,4>oxadiazine-1-carboxylate 
• 142618-87-9 (4R, 5S)-5-<1,2-bis(isopropoxycarbonyl)hydrazino>-4-methoxy-3-<(1S)-2-exo-methoxy-1-apocamphanecarbonyl>-2-oxazolidinone 
• 2446-83-5 (Z)-N-{[(propan-2-yloxy)carbonyl]imino}(propan-2-yloxy)formamide 

Downstream Products

• 19901-50-9 methyl (2R)-2-(t-butoxycarbonylamino)-3-phenylpropionate 
• 106454-69-7 N-tert-butoxycarbonyl-D-Phenylalaninol 
• 40217-17-2 (R)-4-(phenylmethyl)-2-oxazolidinone 
• 18942-49-9 Boc-D-Phe-OH 

Relevant articles and documents

Chiral electrophilic 'glycinal' equivalents. New synthons for optically active α-amino acids and 4-substituted 2-oxazolidinones

The thermal reaction of 3-[(1S)-2-alkoxy-1-apocamphanecarbonyl]-2-oxazolones (21a-c) with dialkyl azodicarboxylates (9) results in exclusive formation of [4 + 2] type cycloadducts (22 and 23) with moderate levels of diastereofacial selection (up to 72% d.e.). The diastereomers thus obtained were readily purified and subsequent treatment with acidic methanol followed by removal of the auxiliary with LiBH4/MeOH (1:2) gave optically pure 4-methoxy-5-hydrazino-2-oxazolidinones (26 and 27), which serve as α-aminoaldehyde templates useful for the synthesis of a wide variety of optically active α-amino acids as well as 4-alkyl and 4-aryl-2-oxazolidinones.