6-Propylergoline-8beta-methyl methanesulphonate

Base Information

• Chemical Name: 6-Propylergoline-8beta-methyl methanesulphonate
• CAS No.: 72821-83-1
• Molecular Formula: C19H26N2O3S
• Molecular Weight: 362.493
• European Community (EC) Number: 276-868-1
• DSSTox Substance ID: DTXSID601176066
• Nikkaji Number: J318.840J
• Mol file: 72821-83-1.mol

Synonyms:72821-83-1;6-Propylergoline-8beta-methyl methanesulphonate;EINECS 276-868-1;SCHEMBL4669080;DTXSID601176066

Chemical Property of 6-Propylergoline-8beta-methyl methanesulphonate

Chemical Property:

• PSA: 70.78000
• LogP: 3.90300
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 362.16641387
• Heavy Atom Count: 25
• Complexity: 576

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN1CC(CC2C1CC3=CNC4=CC=CC2=C34)COS(=O)(=O)C
• Isomeric SMILES: CCCN1C[C@@H](C[C@H]2[C@H]1CC3=CNC4=CC=CC2=C34)COS(=O)(=O)C

Technology Process of 6-Propylergoline-8beta-methyl methanesulphonate

There total 6 articles about 6-Propylergoline-8beta-methyl methanesulphonate 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:

florisil + methanesulfonyl chloride (124-63-0) + D-6-propyl-8β-hydroxymethylergoline (63719-21-1) → D-6-propyl-8β-mesyloxymethylergoline (72821-83-1)

Guidance literature:

With pyridine; ammonium hydroxide; In chloroform;

Reference yield:

methanesulfonyl chloride (124-63-0) + D-6-propyl-8β-hydroxymethylergoline (63719-21-1) → D-6-propyl-8β-mesyloxymethylergoline (72821-83-1)

Guidance literature:

With pyridine; at 0 ℃; for 1h;

DOI:10.1039/b104843k

Reference yield:

9,10-dihydrolysergic acid (5878-43-3) → D-6-propyl-8β-mesyloxymethylergoline (72821-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 80 °C / Large scale

1.2: 65 °C / Large scale

1.3: 12 h / 75 °C / Large scale

2.1: pyridine / dichloromethane / 1 h / -5 °C / Inert atmosphere; Reflux; Large scale

2.2: 1 h / -5 °C / Inert atmosphere; Large scale

With pyridine; sodium hydrogencarbonate; In 1-methyl-pyrrolidin-2-one; dichloromethane;

DOI:10.1021/op0501747

upstream raw materials:

methanesulfonyl chloride

D-6-propyl-8β-hydroxymethylergoline

9,10-dihydrolysergol

9,10-dihydrolysergic acid

Downstream raw materials:

pergolide

pergolide mesylate

pergolide sulfone