N-Methylpsilocybine

Base Information

• Chemical Name: N-Methylpsilocybine
• CAS No.: 18483-72-2
• Molecular Formula: C13H19N2O4P
• Molecular Weight: 298.2747
• UNII: 2SYF3JM98W
• DSSTox Substance ID: DTXSID80274868
• Wikidata: Q82004349
• ChEMBL ID: CHEMBL198123
• Mol file: 18483-72-2.mol

Synonyms:N-Methylpsilocybine;2SYF3JM98W;CHEMBL198123;18483-72-2;Indol-4-ol, 3-(2-dimethylaminoethyl)-1-methyl-, phosphate;Indol-4-ol, 3-(2-(dimethylamino)ethyl)-1-methyl-, dihydrogen phosphate;1H-Indol-4-ol, 3-(2-(dimethylamino)ethyl)-1-methyl-, dihydrogen phosphate (ester);Indol-4-ol, 3-(2-(dimethylamino)ethyl)-1-methyl-, dihydrogen phosphate (ester);Indol-4-ol, 3-[2-(dimethylamino)ethyl]-1-methyl-, dihydrogen phosphate (ester);UNII-2SYF3JM98W;DTXSID80274868;BDBM50171266;[3-[2-(dimethylamino)ethyl]-1-methylindol-4-yl] dihydrogen phosphate;Phosphoric acid mono-[3-(2-dimethylamino-ethyl)-1-methyl-1H-indol-4-yl] ester

Chemical Property of N-Methylpsilocybine

Chemical Property:

• Vapor Pressure: 3.35E-11mmHg at 25°C
• Boiling Point: 509.4°Cat760mmHg
• Flash Point: 261.9°C
• Density: 1.33g/cm³
• XLogP3: -1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 298.10824409
• Heavy Atom Count: 20
• Complexity: 373

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C=C(C2=C1C=CC=C2OP(=O)(O)O)CCN(C)C

Technology Process of N-Methylpsilocybine

There total 9 articles about N-Methylpsilocybine 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:

phosphoric acid dibenzyl ester 3-(2-dimethylamino-ethyl)-1-methyl-1H-indol-4-yl ester → phosphoric acid mono-[3-(2-dimethylamino-ethyl)-1-methyl-indol-4-yl ester] (18483-72-2)

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/j.bmcl.2005.06.104

Reference yield:

1-methylpsilocin (1465-16-3) → phosphoric acid mono-[3-(2-dimethylamino-ethyl)-1-methyl-indol-4-yl ester] (18483-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: LDA

2: H₂ / Pd/C

With hydrogen; lithium diisopropyl amide; palladium on activated charcoal;

DOI:10.1016/j.bmcl.2005.06.104

Reference yield:

4-benzyloxy-1H-indole (20289-26-3) → phosphoric acid mono-[3-(2-dimethylamino-ethyl)-1-methyl-indol-4-yl ester] (18483-72-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 73 percent / LAH

2: 73 percent / NaH

3: 78 percent / H₂ / Pd/C

4: LDA

5: H₂ / Pd/C

With lithium aluminium tetrahydride; hydrogen; sodium hydride; lithium diisopropyl amide; palladium on activated charcoal;

DOI:10.1016/j.bmcl.2005.06.104

upstream raw materials:

1-methylpsilocin

4-benzyloxy-1H-indole

2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethylethan-1-amine

[2-(4-benzyloxy-1-methyl-indol-3-yl)-ethyl]-dimethyl-amine

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