252333-67-8

Basic information

• Product Name: C₂₂H₂₄O₈
• CAS NO: 252333-67-8
• Molecular Weight: 416.428
• Mol File: 252333-67-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₂H₂₄O₈(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₂H₂₄O₈(252333-67-8)
• EPA Substance Registry System: C₂₂H₂₄O₈(252333-67-8)

Safety Data

• Hazardous Substances Data: 252333-67-8(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 20268-71-7 (7’S,8R,8’R)-4,4’,7’-trihydroxy-3,3’-dimethoxylignano-9,9’-lactone 
• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 

Relevant articles and documents

Asymmetric synthesis of β-substituted α-methylenebutyro-lactones via trip-catalyzed allylation: Mechanistic studies and application to the synthesis of (S)-(-)-hydroxymatairesinol

Asymmetric allylation of (hetero)aromatic aldehydes by a zinc(II)-allylbutyrolactone species catalyzed by a chiral BINOL-type phosphoric acid gave β-substituted α-methylenebutyrolactones in 68 to >99% ee and 52-91% isolated yield. DFT studies on the intermediate Zn 2+-complex - crucial for chiral induction - suggest a six-membered ring intermediate, which allows the phosphoric acid moiety to activate the aldehyde. The methodology was applied to the synthesis of the antitumour natural product (S)-(-)-hydroxymatairesinol.