Methyl 6-methylergoline-8alpha-carboxylate

Base Information

• Chemical Name: Methyl 6-methylergoline-8alpha-carboxylate
• CAS No.: 5143-94-2
• Molecular Formula: C17H20N2O2
• Molecular Weight: 284.358
• European Community (EC) Number: 225-911-2
• Mol file: 5143-94-2.mol

Synonyms:Methyl 6-methylergoline-8alpha-carboxylate;EINECS 225-911-2;5143-94-2;SCHEMBL10460457;AKOS005067886

Chemical Property of Methyl 6-methylergoline-8alpha-carboxylate

Chemical Property:

• Boiling Point: 453.8 °C at 760 mmHg
• PKA: 17.38±0.40(Predicted)
• Flash Point: 228.2 °C
• PSA: 45.33000
• Density: 1.227 g/cm³
• LogP: 2.23880
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 284.152477885
• Heavy Atom Count: 21
• Complexity: 427

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(CC2C1CC3=CNC4=CC=CC2=C34)C(=O)OC
• Isomeric SMILES: CN1C[C@H](CC2[C@H]1CC3=CNC4=CC=CC2=C34)C(=O)OC

Technology Process of Methyl 6-methylergoline-8alpha-carboxylate

There total 49 articles about Methyl 6-methylergoline-8alpha-carboxylate 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: 95.0%

methanol (67-56-1) + 9,10-dihydrolysergic acid (5878-43-3) → 9,10-dihydrolysergic acid methyl ester (3006-19-7,5143-94-2,35470-53-2,77842-02-5,87247-99-2,96648-31-6,96648-32-7)

Guidance literature:

With sulfuric acid;

DOI:10.1016/j.bmcl.2007.12.030

Reference yield: 75.0%

methanol (67-56-1) + rac-9,10-dihydrolysergic acid (2481-70-1,5878-43-3,6838-23-9,6871-64-3) → methyl (6aRS,9RS,10aSR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo<4,3-fg>quinoline-9-carboxylate (3006-19-7,5143-94-2,35470-53-2,77842-02-5,87247-99-2,96648-31-6,96648-32-7)

Guidance literature:

With sulfuric acid; at 70 ℃; for 2h;

DOI:10.1016/j.bmcl.2007.12.030

Reference yield: 66.0%

9,10-dihydrolysergic acid methyl ester (3006-19-7,5143-94-2,35470-53-2,77842-02-5,87247-99-2,96648-31-6,96648-32-7) → methyl (5R,8S,10R)-6-methyl-8-ergolinecarboxylate (5143-94-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h;

DOI:10.1248/cpb.42.2042

upstream raw materials:

diazomethane

6-methyl-ergoline-8α-carboxylic acid

(5R,8S,10S)-8-methoxycarbonyl-6-methylergoline

9,10-dihydrolysergic acid methyl ester

Downstream raw materials:

(6-methyl-ergolin-8α-yl)-methanol

(5R,8S,10R)-8-hydrazinocarbonyl-6-methylergolin

6-methyl-ergoline-8α-carboxylic acid

9,10-dihydrolysergic acid

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