123411-93-8

Basic information

• Product Name: 2-Oxazolidinone,4-(1-methylethyl)-5-(2-propenyl)-,(4S-cis)-(9CI)
• Synonyms: 2-Oxazolidinone,4-(1-methylethyl)-5-(2-propenyl)-,(4S-cis)-(9CI)
• CAS NO: 123411-93-8
• Molecular Formula: C9H15NO2
• Molecular Weight: 0
• Product Categories: ISOPROPYL
• Mol File: 123411-93-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Oxazolidinone,4-(1-methylethyl)-5-(2-propenyl)-,(4S-cis)-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Oxazolidinone,4-(1-methylethyl)-5-(2-propenyl)-,(4S-cis)-(9CI)(123411-93-8)
• EPA Substance Registry System: 2-Oxazolidinone,4-(1-methylethyl)-5-(2-propenyl)-,(4S-cis)-(9CI)(123411-93-8)

Safety Data

• Hazardous Substances Data: 123411-93-8(Hazardous Substances Data)

Upstream product

• 129314-54-1 tert-butyl (1S,2R)-2-hydroxy-1-isopropylpent-4-enylcarbamate 
• 123411-89-2 ((1S,2R)-2-Hydroxy-1-isopropyl-pent-4-enyl)-carbamic acid benzyl ester 

Relevant articles and documents

Stereoselective synthesis of the dolastatin units by organotrifluoroborates additions to α-amino aldehydes

Dolastatin units were synthesized from the 1,2-addition reactions of potassium allyl or crotyltrifluoroborate salts to aldehyde derivatives from natural amino acids. The reactions were carried out in presence of a phase-transfer catalyst in a biphasic medium at room temperature and excellent yields (>89-93%) and stereoselective (>90:10 to 98:2) were obtained. The dolastatin units 8 and 14a-b were obtained after three steps in good overall yields (50-62%).

Lewis acid-mediated reaction with silyl ketene acetals and allylstannane of the aluminum acetals generated by DIBALH reduction of α-amino acid esters

The intermediates generated by DIBALH reduction of α-amino acid esters undergo condensation without racemization with silyl ketene acetals and allylstannane in the presence of Lewis acid to afford the corresponding β-hydroxy esters and homoallylic alcohol