24181-80-4

Basic information

• Product Name: (5S,8'R)-6',7,8,8'-Tetrahydro-6-methyl-spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-8'α-ol
• Synonyms: (5S,8'R)-6',7,8,8'-Tetrahydro-6-methyl-spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-8'α-ol;Dihydrofumariline;Dihydrofumariline 1
• CAS NO: 24181-80-4
• Molecular Formula: C20H19NO5
• Molecular Weight: 353.36856
• Mol File: 24181-80-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (5S,8'R)-6',7,8,8'-Tetrahydro-6-methyl-spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-8'α-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (5S,8'R)-6',7,8,8'-Tetrahydro-6-methyl-spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-8'α-ol(24181-80-4)
• EPA Substance Registry System: (5S,8'R)-6',7,8,8'-Tetrahydro-6-methyl-spiro[1,3-dioxolo[4,5-g]isoquinoline-5(6H),7'-[7H]indeno[4,5-d][1,3]dioxol]-8'α-ol(24181-80-4)

Safety Data

• Hazardous Substances Data: 24181-80-4(Hazardous Substances Data)

Upstream product

• 96838-98-1 C₁₉H₁₅NO₅ 
• 96838-96-9 C₁₉H₁₃NO₅ 
• 96839-00-8 C₁₉H₁₇NO₅ 
• 96860-74-1 Protoberberine 
• 96838-97-0 8,14-Cycloberbine 
• 96838-99-2 C₂₀H₁₇NO₅ 
• 74-88-4 methyl iodide 

Relevant articles and documents

A highly stereoselective synthesis of (±)-dihydrofumariline-1

Stereoselective sodium borohydride reduction of the 8,14-cycloberbine (9) derived from the protoberberine (7), followed by reductive cleavage of C8-N bond of the resulting 13-hydroxy-8, 14-cycloberbine (10) with sodium cyanoborohydride afforded the spirobenzylisoquinoline (12), N-methylation of which via the oxazolidine (13) provided (±)-dihydrofumariline-l (1).