3-(((8-beta)-6-Methylergolin-8-yl)methyl)-2-oxazolidinone

Base Information

• Chemical Name: 3-(((8-beta)-6-Methylergolin-8-yl)methyl)-2-oxazolidinone
• CAS No.: 105579-44-0
• Molecular Formula: C₁₉H₂₃N₃O₂
• Molecular Weight: 325.411
• DSSTox Substance ID: DTXSID60909601
• Mol file: 105579-44-0.mol

Synonyms:3-(((8-beta)-6-Methylergolin-8-yl)methyl)-2-oxazolidinone;2-Oxazolidinone, 3-(((8-beta)-6-methylergolin-8-yl)methyl)-;105579-44-0;SCHEMBL10755248;DTXSID60909601;LS-100652;3-[(6-Methylergolin-8-yl)methyl]-1,3-oxazolidin-2-one

Chemical Property of 3-(((8-beta)-6-Methylergolin-8-yl)methyl)-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 3.2E-14mmHg at 25°C
• Boiling Point: 597.1°Cat760mmHg
• Flash Point: 314.9°C
• Density: 1.276g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 325.17902698
• Heavy Atom Count: 24
• Complexity: 513

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CC(CC2C1CC3=CNC4=CC=CC2=C34)CN5CCOC5=O
• Isomeric SMILES: CN1C[C@@H](CC2[C@H]1CC3=CNC4=CC=CC2=C34)CN5CCOC5=O

Technology Process of 3-(((8-beta)-6-Methylergolin-8-yl)methyl)-2-oxazolidinone

There total 4 articles about 3-(((8-beta)-6-Methylergolin-8-yl)methyl)-2-oxazolidinone 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:

dimethylenecyclourethane (497-25-6) + 6-methyl-8β-tosyloxymethyl-ergoline (58752-31-1) → 3-(6-Methylergolin-8β-ylmethyl)oxazolidin-2-one (105579-44-0)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 2.) DMF, 90 deg C, 2 h;

DOI:10.1248/cpb.42.1463

Reference yield:

9,10-dihydrolysergic acid (5878-43-3) → 3-(6-Methylergolin-8β-ylmethyl)oxazolidin-2-one (105579-44-0)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄

2: 82 percent / aq. NaBH₄ / methanol / 2 h / Heating

3: 80 percent / pyridine / 3 h / Ambient temperature

4: 1.) NaH / 1.) DMF, 2.) DMF, 90 deg C, 2 h

With pyridine; sodium tetrahydroborate; sulfuric acid; sodium hydride; In methanol;

DOI:10.1248/cpb.42.1463

Reference yield:

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) → 3-(6-Methylergolin-8β-ylmethyl)oxazolidin-2-one (105579-44-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / aq. NaBH₄ / methanol / 2 h / Heating

2: 80 percent / pyridine / 3 h / Ambient temperature

3: 1.) NaH / 1.) DMF, 2.) DMF, 90 deg C, 2 h

With pyridine; sodium tetrahydroborate; sodium hydride; In methanol;

DOI:10.1248/cpb.42.1463

upstream raw materials:

dimethylenecyclourethane

6-methyl-8β-tosyloxymethyl-ergoline

9,10-dihydrolysergol

9,10-dihydrolysergic acid