Urs-9(11),12-dien-3-one

Base Information

• Chemical Name: Urs-9(11),12-dien-3-one
• CAS No.: 72093-24-4
• Molecular Formula: C₃₀H₄₆O
• Molecular Weight: 422.695
• Mol file: 72093-24-4.mol

Synonyms:

Chemical Property of Urs-9(11),12-dien-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Urs-9(11),12-dien-3-one

There total 6 articles about Urs-9(11),12-dien-3-one 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:

3β-Hydroxyursan-9(11),12-diene (41753-44-0) → Marsformosanone (72093-24-4)

Guidance literature:

With chromium(VI) oxide; acetic acid;

Reference yield:

urs-12-en-3β-yl acetate (863-76-3,101915-52-0,22395-84-2) → Marsformosanone (72093-24-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 960 mg / K₂Cr₂O₇, glacial acetic acid / 23 h / 80 - 85 °C

2: 1) LAH 2) acetic anhydride, pyridine / 1) THF, reflux, 6 h 2) a) heating, 2 h b) room temperature, 2 days

3: KOH / benzene; methanol / 4 h / Heating

4: 150 mg / Collins' reagent / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; potassium dichromate; potassium hydroxide; lithium aluminium tetrahydride; Collins oxidation agent; acetic anhydride; acetic acid; In methanol; dichloromethane; benzene;

Reference yield:

3β-acetoxy-urs-12-en-11-one (2348-66-5) → Marsformosanone (72093-24-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) LAH 2) acetic anhydride, pyridine / 1) THF, reflux, 6 h 2) a) heating, 2 h b) room temperature, 2 days

2: KOH / benzene; methanol / 4 h / Heating

3: 150 mg / Collins' reagent / CH₂Cl₂ / 4 h / Ambient temperature

With pyridine; potassium hydroxide; lithium aluminium tetrahydride; Collins oxidation agent; acetic anhydride; In methanol; dichloromethane; benzene;

upstream raw materials:

3β-Hydroxyursan-9(11),12-diene

acetic acid

urs-12-en-3β-yl acetate

3β-acetoxy-urs-12-en-11-one

Refernces

• 1、 Bhaumik, Tapanjyoti,Dey, A. K.,Das, P. C.,Mukhopadhyay, A. K.,Chatterjee, A.. "Triterpenes of Diospyros peregrina Gurke: Partial Synthesis of Olean-9(11),12-dien-3-one and Ursan-9(11),12-dien-3-one (Marsformosanone)". . p. 664 - 668. Retrieved 2007/10/02.