alfa-Conidendrin

Base Information

• Chemical Name: alfa-Conidendrin
• CAS No.: 85699-62-3
• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.375
• Mol file: 85699-62-3.mol

Synonyms:ALFA-CONIDENDRIN;

Chemical Property of alfa-Conidendrin

Chemical Property:

• Vapor Pressure: 4.65E-15mmHg at 25°C
• Boiling Point: 601.4°Cat760mmHg
• Flash Point: 218.1°C
• PSA: 85.22000
• Density: 1.334g/cm³
• LogP: 2.59220

Purity/Quality:

99% ^*data from raw suppliers

α-Conidendrin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of alfa-Conidendrin

There total 68 articles about alfa-Conidendrin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(7’S,8R,8’R)-4,4’,7’-trihydroxy-3,3’-dimethoxylignano-9,9’-lactone (20268-71-7,347359-71-1) → conidendrin (518-55-8,5474-93-1,22614-13-7,26358-20-3,85699-62-3,89104-61-0,105817-20-7)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 25 ℃;

DOI:10.1021/ol049878b

Reference yield: 97.0%

(7RS,8R,8'R)-4,4',7-trihydroxy-3,3'-dimethoxylignano-9,9'-lactone (347359-71-1) → α-conidendrin (518-55-8,5474-93-1,22614-13-7,26358-20-3,85699-62-3,89104-61-0,105817-20-7)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 80 ℃; for 0.166667h; Reagent/catalyst; Microwave irradiation;

DOI:10.1021/acs.jnatprod.6b01124

Reference yield: 94.0%

(2R,3R)-(6R,S)-(+)-2-(4-Hydroxy-3-methoxybenzyl)-3-(α-benzyloxy-4-hydroxy-3-methoxybenzyl)butan-4-olide (127951-05-7,128049-88-7,128050-02-2,128050-05-5) → conidendrin (518-55-8,5474-93-1,22614-13-7,26358-20-3,85699-62-3,89104-61-0,105817-20-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; for 0.666667h;

DOI:10.1016/S0040-4020(01)88129-1

upstream raw materials:

(1S,3aR,4S,9aR)-1,7-dimethoxy-4-(4'-hydroxy-3'-methoxyphenyl)-1,3,3a,4,9,9a-hexahydronaphtho<2,3-c>furan-6-ol

(1R,3aR,4S,9aR)-1,7-dimethoxy-4-(4'-hydroxy-3'-methoxyphenyl)-1,3,3a,4,9,9a-hexahydronaphtho<2,3-c>furan-6-ol

(-)-O-6-Benzyl-α-conidendrine

(2R,3R)-(6R,S)-(+)-2-(4-Hydroxy-3-methoxybenzyl)-3-(α-benzyloxy-4-hydroxy-3-methoxybenzyl)butan-4-olide

Downstream raw materials:

α-conidendreic acid dimethyl ester dimethyl ether

9',9'-diphenyldimethylcyclolariciresinol

9',9'-diphenyldimethylretrodendrin

C₄₀H₃₈O₆

Refernces

• 1、 Hartmann, Peter,Lazzarotto, Mattia,Steiner, Lorenz,Cigan, Emmanuel,Poschenrieder, Silvan,Sagmeister, Peter,Fuchs, Michael. "TRIP-Catalyzed Asymmetric Synthesis of (+)-Yatein, (-)-α-Conidendrin, (+)-Isostegane, and (+)-Neoisostegane". . p. 5831 - 5837. Retrieved 2019/04/25.
• 2、 López, Martín,Simakova, Olga A.,Murzina, Elena V.,Willf?r, Stefan M.,Prosvirin, Igor,Simakov, Andrey,Murzin, Dmitry Yu.. "Gold particle size effect in biomass-derived lignan hydroxymatairesinol oxidation over Au/Al2O3 catalysts". . p. 248 - 255. Retrieved 2015/02/19.