1167430-12-7

Basic information

• Product Name: (3R,4S)-1-benzyl-4-octylpyrrolidin-3-ol
• Synonyms: (3R,4S)-1-benzyl-4-octylpyrrolidin-3-ol
• CAS NO: 1167430-12-7
• Molecular Weight: 289.461
• Mol File: 1167430-12-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (3R,4S)-1-benzyl-4-octylpyrrolidin-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-1-benzyl-4-octylpyrrolidin-3-ol(1167430-12-7)
• EPA Substance Registry System: (3R,4S)-1-benzyl-4-octylpyrrolidin-3-ol(1167430-12-7)

Safety Data

• Hazardous Substances Data: 1167430-12-7(Hazardous Substances Data)

Upstream product

• 921202-50-8 (2S,3R,4S)-1-benzyl-4-octyl-2-vinylpyrrolidin-3-ol 

Relevant articles and documents

Highly regioselective oxirane ring-opening of a versatile epoxypyrrolidine precursor of new imino-sugar-based sphingolipid mimics

An in-depth study of the oxirane ring-opening reaction of a pivotal epoxypyrrolidine is reported. The introduction of various carbon- and heteroatom-centered nucleophiles at C4 has been achieved with high regiocontrol. The structures of the major products were assigned on the basis on an X-ray crystallographic study of six examples. A mechanistic study carried out at the B3LYP/6-31G** level of theory suggested that the steric control of the vinyl substituent was responsible for the regioselectivity. Finally, this approach was used to design and prepare imino-sugar-based sphingolipid mimics. A highly cytotoxic C-octylpyrrolidine is described. This compound was shown to interfere with the metabolism of sphing-olipids in murine melanoma cells, notably in inhibiting the production of glucosylceramide. Wiley-VCH Verlag GmbH & Co. KGaA.