10-Methoxy-6-methylergoline-8beta-carboxylic acid methyl ester

Base Information

• Chemical Name: 10-Methoxy-6-methylergoline-8beta-carboxylic acid methyl ester
• CAS No.: 23495-64-9
• Molecular Formula: C18H22N2O3
• Molecular Weight: 314.384
• DSSTox Substance ID: DTXSID801020972
• Nikkaji Number: J108.989G
• Mol file: 23495-64-9.mol

Synonyms:10-Methoxy-6-methylergoline-8beta-carboxylic acid methyl ester;10-Methoxy-6-methylergoline-8|A-carboxylic acid methyl ester;SCHEMBL8017190;DTXSID801020972;Ergoline-8-carboxylic acid, 10-methoxy-6-methyl-, methyl ester, (8beta)- (9CI)

Chemical Property of 10-Methoxy-6-methylergoline-8beta-carboxylic acid methyl ester

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Melting Point: 182-184 °C
• Boiling Point: 466.6±45.0 °C(Predicted)
• PKA: 16.82±0.60(Predicted)
• PSA: 54.56000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 1.99690
• Water Solubility.: 744mg/L at 20℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 314.16304257
• Heavy Atom Count: 23
• Complexity: 485

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CC(CC2(C1CC3=CNC4=CC=CC2=C34)OC)C(=O)OC
• Isomeric SMILES: CN1C[C@@H](C[C@]2([C@H]1CC3=CNC4=CC=CC2=C34)OC)C(=O)OC
• Use Description: 10-Methoxy-6-methylergoline-8β-carboxylic acid methyl ester, a chemical compound with a unique structure, has various applications in different fields. In the field of pharmaceuticals, it serves as a valuable intermediate for the synthesis of ergoline derivatives, which have been explored for their potential in treating various medical conditions, including migraines, Parkinson's disease, and mental health disorders. This compound's role is pivotal in the development of novel medications with potential therapeutic benefits. In academic research, it is employed as a reference compound for the study of ergoline alkaloids, contributing to a deeper understanding of their chemical properties and biological activities. Additionally, in the field of organic chemistry, it plays a significant role as a building block for the synthesis of complex organic molecules, enabling the creation of diverse compounds with unique properties and applications. Its versatile utility underscores its significance in advancing pharmaceuticals, scientific research, and organic synthesis, where it plays a crucial role in drug discovery, chemical investigation, and compound synthesis.

Technology Process of 10-Methoxy-6-methylergoline-8beta-carboxylic acid methyl ester

There total 1 articles about 10-Methoxy-6-methylergoline-8beta-carboxylic acid methyl ester 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:

D-lysergic acid (82-58-6) → 10alpha-methoxy-9,10-dihydrolysergol (35121-60-9) + 10α-methoxy-9,10-dihydrolysergic acid methylester (23495-64-9)

Guidance literature:

Reference yield:

10α-methoxy-9,10-dihydrolysergic acid methylester (23495-64-9) → nicergoline (27848-84-6,28057-46-7,58001-19-7,58001-20-0,58001-21-1,140387-88-8)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 1 h / -10 - 10 °C / Alkaline conditions

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 30 °C

3: triethylamine / dichloromethane / 1 h / -10 - 10 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

10α-methoxy-9,10-dihydrolysergic acid methylester (23495-64-9) → 1-Methyl-10alpha-methoxy-9,10-dihydrolysergol (35155-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1 h / -10 - 10 °C / Alkaline conditions

2: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 30 °C

With lithium aluminium tetrahydride; In tetrahydrofuran;

upstream raw materials:

D-lysergic acid

Downstream raw materials:

1-Benzyl-10α-methoxy-9,10-dihydrolysergol

nicergoline

1-Methyl-10alpha-methoxy-9,10-dihydrolysergol

Refernces