6879-55-6

Basic information

• Product Name: 1'-Methylcalycanthidine
• Synonyms: 1'-Methylcalycanthidine;Folicanthine
• CAS NO: 6879-55-6
• Molecular Formula: C24H30N4
• Molecular Weight: 374.5218
• Mol File: 6879-55-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 118-119 °C
• Boiling Point: 150-170 °C(Press: 0.1 Torr)
• Appearance: /
• Density: 1.196±0.06 g/cm3(Predicted)
• PKA: 9.01±0.40(Predicted)
• CAS DataBase Reference: 1'-Methylcalycanthidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1'-Methylcalycanthidine(6879-55-6)
• EPA Substance Registry System: 1'-Methylcalycanthidine(6879-55-6)

Safety Data

• Hazardous Substances Data: 6879-55-6(Hazardous Substances Data)

Upstream product

• 1380315-88-7 di-tert-butyl 2,2′-dioxo-[3,3′-biindoline]-1,1′-dicarboxylate 
• 1566578-26-4 (3S,3'S)-3,3'-diallyl-1,1'-dimethyl-[3,3'-biindoline]-2,2'-dione 
• 91-56-5 indole-2,3-dione 
• 120-72-9 indole 

Relevant articles and documents

C-H functionalization/asymmetric michael addition cascade enabled by relay catalysis: Metal carbenoid used for C-C bond formation

A combination of either ruthenium(II) or rhodium(II) complexes and quinine-derived squaramide enables 3-diazooxindoles, indoles, and nitroalkenes to undergo highly efficient asymmetric three-component reactions, thus affording optically active 3,3′-bis(in

Dielectrophilic Allenic Ketone-Enabled [4 + 2] Annulation with 3,3'-Bisoxindoles: Enantioselective Creation of Two Contiguous Quaternary Stereogenic Centers

We introduced a type of allenic ketone as a dielectrophilic C4 synthon in phosphine-mediated reactions. The high electrophilicity of the advanced intermediates created upon phosphine activation empowered the utilization of 3,3′-bis-oxindoles as a two-carbon reaction partner in a highly enantioselective [4 + 2] annulation, allowing for facile creation of spirocyclic bisindoline structures containing two contiguous quaternary stereogenic centers. Synthetic manipulations of the [4 + 2] annulation product led to concise total synthesis of (-)-folicanthine.

Unified synthesis of (-)-folicanthine and (-)-ditryptophenaline enabled by a room temperature nickel-mediated reductive dimerization

A Ni·Phen-mediated reductive homocoupling of an optically active tertiary bromide has been efficiently achieved after the systematic screen of reaction conditions including ligands. This key step establishes sterically hindered vicinal quaternary stereocenters embedded in natural bispyrrolo[2,3-b]indoline alkaloids, thus enabling to realize the first asymmetric total synthesis of (-)-folicanthine via the detailed investigation of a challenging double decarboxylation. Notably, the concise synthesis of diketopiperazine alkaloid (-)-ditryptophenaline was also completed from the common dimeric intermediate. Georg Thieme Verlag Stuttgart New York.