103735-86-0

Basic information

• Product Name: fordine
• Synonyms: fordine
• CAS NO: 103735-86-0
• Molecular Formula: C₁₅H₁₈N₂O
• Molecular Weight: 242.32
• Mol File: 103735-86-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 505°Cat760mmHg
• Flash Point: 259.2°C
• Appearance: /
• Density: 1.2g/cm³
• CAS DataBase Reference: fordine(CAS DataBase Reference)
• NIST Chemistry Reference: fordine(103735-86-0)
• EPA Substance Registry System: fordine(103735-86-0)

Safety Data

• Hazardous Substances Data: 103735-86-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+

Upstream product

• 4746-97-8 cyclohexanedione monoethylene ketal 
• 52506-21-5 8-oxo-1,4-dioxa-spiro[4.5]decane-7-carboxylic acid methyl ester 
• 120786-18-7 (+/-)-huperzine 
• 92138-20-0 1-amino-13-ethylidene-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,10-trien-5-one 
• 955117-18-7 (5R,9R,11E)-5-(3-phenylprop-2-en-1-ylideneamino)-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one 
• 134287-26-6 [(1S,9S)-13-Eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5,10-tetraen-1-yl]-methanol 
• 134781-04-7 13-Eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5,10-tetraene-1-carboxylic acid (1S,2S,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 
• 185741-42-8 (1S,9R)-10-Methanesulfonyloxy-5-methoxy-11-methyl-13-oxo-6-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-1-carboxylic acid methyl ester 
• 185741-41-7 (5S,9R)-methyl-8-hydroxy-2-methoxy-7-methyl-11-oxo-5,6,7,8,9,10-hexahydro-5,9-methanocycloocta[b]pyridine-5-carboxylate 
• 185741-44-0 (1R,9R)-13-Eth-(E)-ylidene-5-methoxy-11-methyl-6-aza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5,10-tetraene-1-carboxylic acid methyl ester 

Downstream Products

• 955117-18-7 (5R,9R,11E)-5-(3-phenylprop-2-en-1-ylideneamino)-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one 
• 92138-20-0 natural Huperzine A 
• 130791-77-4 (+)-huperzine A 

Relevant articles and documents

Synthetic method of huperzine A

The invention belongs to the technical field of medicine synthesis and particularly relates to a synthetic method of huperzine A. The method includes twelve steps of reactions, 1,4-dioxaspiro[4.5]decan-8-one being a raw material, so that the chemical synthesis of the huperzine A is completed at a high total yield. The method is fewer in reaction steps, is simple in operations, has high yield, is stable in intermediates and gentle in reaction conditions, and is easy to control in reactions.

METHODS OF RESOLVING RACEMIC MIXTURE TO OBTAIN (-)-HUPERZINE A

A method of resolving a racemic mixture of (±) Huperzine A to (-)-Huperzine A includes: separating the (-)-Huperzine A from the racemic mixture of (±) Huperzine A by chiral high performance liquid chromatography (HPLC), the chiral HPLC being performed utilizing a mobile phase including a solution including an alcohol and one selected from dichloromethane, trichloromethane, and a mixture thereof, and the chiral HPLC being performed utilizing a chiral stationary phase including a polysaccharide derivative.

An efficient total synthesis of (-)-huperzine A

The total synthesis of Lycopodium alkaloid (-)-huperzine A has been accomplished in 10 steps with 17% overall yield from commercially abundant (R)-pulegone. The synthetic route features an efficient synthesis of 4 via a Buchwald-Hartwig coupling reaction,