305791-28-0

Basic information

• Product Name: C₂₉H₃₉NO₄S
• Synonyms: C₂₉H₃₉NO₄S
• CAS NO: 305791-28-0
• Molecular Weight: 497.699
• Mol File: 305791-28-0.mol

Chemical Properties

• CAS DataBase Reference: C₂₉H₃₉NO₄S(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₉H₃₉NO₄S(305791-28-0)
• EPA Substance Registry System: C₂₉H₃₉NO₄S(305791-28-0)

Safety Data

• Hazardous Substances Data: 305791-28-0(Hazardous Substances Data)

Upstream product

• 25245-34-5 1-bromo-2,5-dimethoxybenzene 
• 33993-53-2 N,S-dimethyl-S-phenylsulfoximine 
• 93605-93-7 1β,2α-dimethyl-5α-(t-butyldimethylsilyloxy)-1,2,4aβ,5,6,7,8,8aα-octahydronaphthalene-1α-carboxaldehyde 

Relevant articles and documents

Synthesis of a potential key intermediate of akaterpin, specific inhibitor of PI-PLC

In order to establish the stereochemistry of akaterpin, a specific inhibitor of PI-PLC, cis-decalin 2 and trans-decalin 3 were prepared. Comparison of NMR spectra of 2 and 3 with those of akaterpin indicated that the upper decalin has a cis-fused structure. Based on the methodology developed here, synthesis of a potential intermediate 32 for the total synthesis of akaterpin was successfully achieved. Further, resolution of β,γ-unsaturated ketone 6 was accomplished using chiral sulfoxyimine. (C) 2000 Elsevier Science Ltd.

Determination of the absolute structure of (+)-akaterpin

We describe the total synthesis and structural determination of (+)-akaterpin (1), an inhibitor of phosphatidylinositol- specific phospholipase C (PI-PLC). The key features of the synthetic strategy include the resolution of β,γ-unsaturated ketone (±)-2a with chiral sulfoximine 6. The absolute stereochemistry was determined by comparison of the specific optical rotation data of (+)-1 and (-)-1 with that of natural akaterpin.