Angelicone

Base Information

• Chemical Name: Angelicone
• CAS No.: 37719-98-5
• Molecular Formula: C16H16O5
• Molecular Weight: 288.3
• Mol file: 37719-98-5.mol

Synonyms:angelicone;Angelicon, Glabralactat;5,7-Dimethoxy-8-(3-methyl-crotonoyl)-cumarin;5,7-Dimethoxy-8-(3-methyl-but-2-enoyl)-chromen-2-one;5,7-dimethoxy-8-(3-methyl-crotonoyl)-coumarin;glabralactone;

Chemical Property of Angelicone

Chemical Property:

• PSA: 65.74000
• LogP: 2.95910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Angelicone

There total 5 articles about Angelicone 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: 23.0%

3,3-Dimethylacryloyl chloride (3350-78-5) + Limettin (487-06-9) → glabra-lactone (37719-98-5) + 5,7-dimethoxy-3-(3-methyl-1-oxo-2-butenyl)coumarin

Guidance literature:

With tin(IV) chloride; In dichloromethane; at -22 ℃; for 120h;

DOI:10.1248/cpb.43.1039

Reference yield:

angelin → glabra-lactone (37719-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄ / acetic acid / 0.03 h / 100 °C / determination of structure

2: K₂CO₃ / acetone / 1 h / Heating

With sulfuric acid; potassium carbonate; In acetic acid; acetone;

DOI:10.1248/cpb.28.1782

Reference yield:

5-hydroxy-7-methoxy-8-seneciylcoumarin (37719-97-4) + dimethyl sulfate (77-78-1) → glabra-lactone (37719-98-5)

Guidance literature:

With potassium carbonate; In acetone; for 1h; Yield given; Heating;

DOI:10.1248/cpb.28.1782

upstream raw materials:

8-(3-hydroxyisovaleroyl)-5,7-dimethoxycoumarin

5-hydroxy-7-methoxy-8-seneciylcoumarin

dimethyl sulfate

3,3-Dimethylacryloyl chloride

Downstream raw materials:

toddacoumaquinone

Refernces

• 1、 Kozawa,Baba,Matsuyama,Hata. "Studies on coumarins from the root of Angelica pubescens Maxim. III. Structures of various coumarins including angelin, a new prenylcoumarin". . p. 1782 - 1787. Retrieved 2007/10/02.