8-(Hydroxymethyl)-6-methylergolin-9-ol

Base Information

• Chemical Name: 8-(Hydroxymethyl)-6-methylergolin-9-ol
• CAS No.: 16727-34-7
• Molecular Formula: C₁₆H₂₀N₂O₂
• Molecular Weight: 272.347
• NSC Number: 172157
• DSSTox Substance ID: DTXSID70305857

Synonyms:16727-34-7;NSC172157;DTXSID70305857;NSC-172157;8-(hydroxymethyl)-6-methylergolin-9-ol

Chemical Property of 8-(Hydroxymethyl)-6-methylergolin-9-ol

Chemical Property:

• Vapor Pressure: 1.22E-11mmHg at 25°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 272.152477885
• Heavy Atom Count: 20
• Complexity: 378

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1CC(C(C2C1CC3=CNC4=CC=CC2=C34)O)CO

Technology Process of 8-(Hydroxymethyl)-6-methylergolin-9-ol

There total 3 articles about 8-(Hydroxymethyl)-6-methylergolin-9-ol 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:

lysergic acid methyl ester (4579-64-0) → (5R,8R)-6-methyl-8β-hydroxymethyl-9α-hydroxyergoline (16727-34-7)

Guidance literature:

With potassium hydroxide; sodium tetrahydroborate; boron trifluoride diethyl etherate; dihydrogen peroxide; Yield given. Multistep reaction; 1.) THF, -30 deg C to RT, 2.) H₂O, 45 deg C, 4 h, 3.) MeOH, reflux, 5 h;

DOI:10.3987/COM-97-7788

Reference yield:

→ 10-Hydroxy-9-hydroxymethyl-7-methyl-4,6,6a,7,8,9,10,10a-octahydro-indolo<4,3-fg>chinolin (16727-34-7)

Guidance literature:

1) Lysergsaeure-monohydrat, Diboran, THF, 20grad, 12h 2) 5percentig. methanol. KOH 3) 35percentig. H2O2;

Reference yield:

→ 8-hydroxymethyl-6-methyl-ergolin-9-ol (16727-34-7)

Guidance literature:

1) Lysergsaeure, Diboran THF 2) KOH/MeOH 3) H2O2;

DOI:10.1039/C3976000570a

upstream raw materials:

lysergic acid methyl ester

Downstream raw materials:

9α-acetoxy-6-methylergoline-8β-methanol tosyl ester

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