Derricin

Base Information

• Chemical Name: Derricin
• CAS No.: 34211-25-1
• Molecular Formula: C21H22O3
• Molecular Weight: 322.404
• NSC Number: 270895
• Nikkaji Number: J71.037G
• Metabolomics Workbench ID: 26486
• ChEMBL ID: CHEMBL455982
• Mol file: 34211-25-1.mol

Synonyms:derricin

Chemical Property of Derricin

Chemical Property:

• Vapor Pressure: 9.24E-11mmHg at 25°C
• Boiling Point: 503.5°Cat760mmHg
• Flash Point: 176.3°C
• Density: 1.119g/cm³
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 322.15689456
• Heavy Atom Count: 24
• Complexity: 456

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=CC(=C1O)C(=O)C=CC2=CC=CC=C2)OC)C
• Isomeric SMILES: CC(=CCC1=C(C=CC(=C1O)C(=O)/C=C/C2=CC=CC=C2)OC)C

Technology Process of Derricin

There total 7 articles about Derricin 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: 72.0%

isocordoin (51619-57-9) + methyl iodide (74-88-4) → derricin (34211-25-1)

Guidance literature:

isocordoin; With potassium carbonate; In acetone; at 0 ℃; for 0.0833333h; Inert atmosphere;

methyl iodide; In acetone; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmcl.2018.11.020

Reference yield:

2-hydroxy-4-(methoxymethoxy)acetophenone (65490-08-6) → derricin (34211-25-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / acetone / 0.08 h / 20 °C / Inert atmosphere

1.2: 7 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol / 35.5 h / 0 - 20 °C

3.1: montmorillonite K₁₀ / dichloromethane / 1 h / 0 °C / Inert atmosphere

4.1: toluene-4-sulfonic acid / tetrahydrofuran; methanol / 20 h / 50 °C / Inert atmosphere

5.1: potassium carbonate / acetone / 0.08 h / 0 °C / Inert atmosphere

5.2: 0.5 h / 0 °C / Inert atmosphere

With potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone;

DOI:10.1016/j.bmcl.2018.11.020

Reference yield:

2'-prenyloxy-4'-methoxymethoxyacetophenone (1314539-20-2) → derricin (34211-25-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol / 35.5 h / 0 - 20 °C

2.1: montmorillonite K₁₀ / dichloromethane / 1 h / 0 °C / Inert atmosphere

3.1: toluene-4-sulfonic acid / tetrahydrofuran; methanol / 20 h / 50 °C / Inert atmosphere

4.1: potassium carbonate / acetone / 0.08 h / 0 °C / Inert atmosphere

4.2: 0.5 h / 0 °C / Inert atmosphere

With potassium carbonate; toluene-4-sulfonic acid; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone;

DOI:10.1016/j.bmcl.2018.11.020

upstream raw materials:

2-hydroxy-4-(methoxymethoxy)acetophenone

2'-prenyloxy-4'-methoxymethoxyacetophenone

isocordoin

methyl iodide

Refernces