Cedrelopsin

Base Information

• Chemical Name: Cedrelopsin
• CAS No.: 19397-28-5
• Molecular Formula: C15H16O4
• Molecular Weight: 260.28514
• Mol file: 19397-28-5.mol

Synonyms:

Chemical Property of Cedrelopsin

Chemical Property:

• PSA: 59.67000
• LogP: 3.01590

Purity/Quality:

98%Min ^*data from raw suppliers

Cedrelopsin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cedrelopsin

There total 9 articles about Cedrelopsin 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: 45.0%

2,4-diprenyloxy-5-methoxybenzaldehyde (1313374-25-2) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → cedrelopsin (19397-28-5)

Guidance literature:

In diphenylether; for 4h; regioselective reaction; Inert atmosphere; Reflux;

DOI:10.3998/ark.5550190.0012.905

Reference yield:

6-methoxy-7-(methoxymethoxy)-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one → cedrelopsin (19397-28-5)

Guidance literature:

With hydrogenchloride; In methanol; water; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00667

Reference yield:

2-hydroxy-5-methoxy-4-(methoxymethoxy)benzaldehyde → cedrelopsin (19397-28-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

2: N,N-diethylaniline / 0.17 h / 250 °C / Microwave irradiation; Inert atmosphere

3: hydrogenchloride / methanol; water / 1 h / 80 °C / Inert atmosphere

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N-diethylaniline; In tetrahydrofuran; methanol; water;

DOI:10.1021/acs.joc.8b00667

upstream raw materials:

prenyl bromide

2,4-diprenyloxy-5-methoxybenzaldehyde

ethyl (triphenylphosphoranylidene)acetate

2,4-dihydroxy-5-methoxybenzaldehyde

Refernces

• 1、 Patre, Rupesh E.,Parameswaran, Perunninakulath S.,Tilvea, Santosh G.. "Synthesis of the naturally occurring prenylated coumarins balsamiferone and cedrelopsin by domino reactions". experimental part. p. 68 - 76. Retrieved 2011/06/19.