Abresoline

Base Information

Chemical Name:Abresoline
CAS No.:53778-14-6
Molecular Formula:C₂₆H₃₁NO₆
Molecular Weight:453.535
Hs Code.:

Synonyms:Abresoline

Suppliers and Price of Abresoline

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of Abresoline

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Description A member of the Heimia group of alkaloids, abresoline occurs in Heimia salicijolia as a minor constituent and is found in the most polar alkaloidal fraction. So far it has been obtained only in low yields and forms a non-crystallizable solid having no definite melting point. The ultraviolet spectrum consists of two absorption maxima at 284 and 323 nm. The structure of this alkaloid represents a hitherto unknown structural variation in the series of Heimia alkaloids. Hydrogenation with Pd/C in MeOH furnishes the dihydro derivative which is also an amorphous white powder. The ultraviolet spectrum of Abresoline has an absorption maximum at 282 nm with an inflexion at 287 nm. Hydrolysis with 2N-NaOH yields trans-ferulic acid. Abresoline has been synthesized from pelletierine and 3-hydroxy-4-methoxybenzaldehyde as the starting materials.

Technology Process of Abresoline

There total 10 articles about Abresoline 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: 77.8%

: (E)-3-[4-(Ethoxy-methoxy-methoxy)-3-methoxy-phenyl]-acrylic acid (2R,4R,9aR)-4-[3-(ethoxy-methoxy-methoxy)-4-methoxy-phenyl]-octahydro-quinolizin-2-yl ester

: 53778-14-6,69779-47-1
(+/-)-abresoline

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃;

Reference yield: 49.5%

: 69730-96-7,82935-71-5
(E)-3-[3-Methoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-acrylic acid (2R,4R,9aR)-4-[4-methoxy-3-(2-methoxy-ethoxymethoxy)-phenyl]-octahydro-quinolizin-2-yl ester

: 53778-14-6,69779-47-1
(+/-)-abresoline

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2.5h;

Reference yield:

: 4801-58-5
N-hydroxypiperidine

: 53778-14-6,69779-47-1
(+/-)-abresoline

Guidance literature:: Multi-step reaction with 5 steps

1: yellow HgO / CH₂Cl₂ / 1.5 h / -10 - 0 °C

2: 99.1 percent / toluene / 2.5 h / Heating

3: 1.) methanesulfonyl chloride, 2.) 50percent AcOH, Zn / 1.) pyridine, 0 degC, 40 min, r.t. 1.5 h, 2.) H₂O, r.t., 2 h

4: 85.6 percent / diethyl azodicarboxylate, triphenylphosphine / tetrahydrofuran / 7 h / Ambient temperature

5: 49.5 percent / CF₃CO₂H / CH₂Cl₂ / 2.5 h / 0 °C

With acetic acid; methanesulfonyl chloride; triphenylphosphine; trifluoroacetic acid; mercury(II) oxide; zinc; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene;