114962-05-9

Basic information

• Product Name: benzyl (2S,4R)-4-hydroxy-2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate
• Synonyms: benzyl (2S,4R)-4-hydroxy-2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate
• CAS NO: 114962-05-9
• Molecular Weight: 426.469
• Mol File: 114962-05-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzyl (2S,4R)-4-hydroxy-2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl (2S,4R)-4-hydroxy-2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate(114962-05-9)
• EPA Substance Registry System: benzyl (2S,4R)-4-hydroxy-2-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)carbamoyl)pyrrolidine-1-carboxylate(114962-05-9)

Safety Data

• Hazardous Substances Data: 114962-05-9(Hazardous Substances Data)

Upstream product

• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 

Relevant articles and documents

(2S,4R)-Hyp-(S)-Phe-OMe dipeptide supported on imidazolium tagged molecules as recoverable organocatalysts for asymmetric aldol reactions using water as reaction medium

Four novel chiral imidazolium tagged molecules derived from dipeptide (2S,4R)-Hyp-(S)-Phe-OMe were prepared and evaluated as organocatalysts in the asymmetric aldol reaction using water as solvent. It was found that catalysts incorporating the hexanoyl linker are active down to 5 mol% and afford aldol products with up to 94% yield, up to 98:2 dr and up to 97:3 er. This chiral imidazolium catalyst was reused up to 6 times without any loss in the stereoselectivity of asymmetric aldol reactions. By contrast, organocatalysts containing an acetyl linker proved to be highly unstable in protic solvents, and for that reason they could not be recovered and reused.