227954-57-6

Basic information

• Product Name: (2R,3S,3aR,4S)-2,3-bis(isopropyloxycarbonyl)-4-[(triisopropyl)silyloxy]hexahydropyrrolo[1,2-b]isoxazole
• Synonyms: (2R,3S,3aR,4S)-2,3-bis(isopropyloxycarbonyl)-4-[(triisopropyl)silyloxy]hexahydropyrrolo[1,2-b]isoxazole
• CAS NO: 227954-57-6
• Molecular Formula: C23H43NO6Si
• Molecular Weight: 457.67612
• EINECS: -0
• Mol File: 227954-57-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 468.2±55.0 °C(Predicted)
• Appearance: /
• Density: 1.05±0.1 g/cm3(Predicted)
• PKA: 0.29±0.70(Predicted)
• CAS DataBase Reference: (2R,3S,3aR,4S)-2,3-bis(isopropyloxycarbonyl)-4-[(triisopropyl)silyloxy]hexahydropyrrolo[1,2-b]isoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,3aR,4S)-2,3-bis(isopropyloxycarbonyl)-4-[(triisopropyl)silyloxy]hexahydropyrrolo[1,2-b]isoxazole(227954-57-6)
• EPA Substance Registry System: (2R,3S,3aR,4S)-2,3-bis(isopropyloxycarbonyl)-4-[(triisopropyl)silyloxy]hexahydropyrrolo[1,2-b]isoxazole(227954-57-6)

Safety Data

• Hazardous Substances Data: 227954-57-6(Hazardous Substances Data)

Upstream product

• 13154-24-0 triisopropylsilyl chloride 
• 1025872-46-1 (S)-3-Triisopropylsilanyloxy-pyrrolidin-1-ol 
• 227954-55-4 (2S)-triisopropylsilyloxy-1,4-bis(methanesulfonyloxy)butane 
• 227954-52-1 diethyl (2S)-triisopropylsilyloxymalate 
• 227954-54-3 (S)-2-(triisopropylsilyloxy)butane-1,4-diol 
• 10099-70-4 diisopropyl maleate 
• 227954-56-5 (3S)-3-(triisopropylsilyl)oxy-1-pyrroline N-oxide 

Relevant articles and documents

A convenient access to (3S)-3-(triisopropylsilyl)oxy-1-pyrroline N- oxide, a useful intermediate for polyfunctionalized enantiopure indolizidine and pyrrolizidine synthesis

Optimization of a strategy providing the enantiomerically pure nitrone 2 in five steps and 28% overall yield from L-malic acid has been achieved by the combined use of DIBAL-H as the reductant and triisopropylsilyl as the protecting group. The utility of nitrone 2 as synthetic intermediate is demonstrated by a ready access to polyhydroxylated indolizidines and pyrrolizidines via stereoselective 1,3-dipolar cycloaddition reactions.