Dehydrocorydalmine

Base Information

• Chemical Name: Dehydrocorydalmine
• CAS No.: 6877-27-6
• Molecular Formula: C20H20NO4+
• Molecular Weight: 338.3766
• DSSTox Substance ID: DTXSID10218876
• Wikidata: Q27138978
• ChEMBL ID: CHEMBL1618061
• Mol file: 6877-27-6.mol

Synonyms:dehydrocorydalmine

Chemical Property of Dehydrocorydalmine

Chemical Property:

• PSA: 52.85000
• LogP: 3.36290
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 338.13923312
• Heavy Atom Count: 25
• Complexity: 461

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)CC[N+]3=C2C=C4C=CC(=C(C4=C3)OC)O)OC

Technology Process of Dehydrocorydalmine

There total 5 articles about Dehydrocorydalmine 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: 78.0%

C28H29NO6 → dehydrocorydalmine (6877-27-6)

Guidance literature:

C₂₈H₂₉NO₆; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

C9H5BrClNO → dehydrocorydalmine (6877-27-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / tetrahydrofuran

2.1: lithium hydroxide monohydrate; copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide / dimethyl sulfoxide; water / 12 h / 100 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / tetrahydrofuran / 65 °C / Inert atmosphere

4.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere

5.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C

5.2: 2 h / 20 °C

With copper acetylacetonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; methanesulfonyl chloride; triethylamine; XPhos; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;

Reference yield:

3-chloro-7-bromo-8-methoxyisoquinoline → dehydrocorydalmine (6877-27-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium hydroxide monohydrate; copper acetylacetonate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide / dimethyl sulfoxide; water / 12 h / 100 °C / Inert atmosphere

2.1: tetra-(n-butyl)ammonium iodide; potassium carbonate / tetrahydrofuran / 65 °C / Inert atmosphere

3.1: sodium carbonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; XPhos / toluene; ethanol / 12 h / 110 °C / Inert atmosphere

4.1: triethylamine; methanesulfonyl chloride / dichloromethane / 6 h / 20 °C

4.2: 2 h / 20 °C

With copper acetylacetonate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium hydroxide monohydrate; N¹-(4-hydroxy-2,6-dimethylphenyl)-N²-(4-hydroxy-3,5-dimethylphenyl)oxalamide; tetra-(n-butyl)ammonium iodide; sodium carbonate; potassium carbonate; methanesulfonyl chloride; triethylamine; XPhos; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;

Refernces