1,2-Dehydroreticuline

Base Information

• Chemical Name: 1,2-Dehydroreticuline
• CAS No.: 16202-17-8
• Molecular Formula: C₁₉H₂₂NO₄
• Molecular Weight: 328.388
• DSSTox Substance ID: DTXSID60331544
• Nikkaji Number: J471.975A
• Wikidata: Q27103030
• Metabolomics Workbench ID: 51249
• Mol file: 16202-17-8.mol

Synonyms:1,2-Dehydroreticuline;reticulinylium;16202-17-8;7-hydroxy-1-(3-hydroxy-4-methoxybenzyl)-6-methoxy-2-methyl-3,4-dihydroisoquinolinium;1,2-Dehydroreticulinium;C06167;SCHEMBL3079881;CHEBI:18363;DTXSID60331544;Q27103030;3,4-Dihydro-7-hydroxy-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-(methyl-14C)-isoquinolinium

Chemical Property of 1,2-Dehydroreticuline

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 328.15488318
• Heavy Atom Count: 24
• Complexity: 466

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[N+]1=C(C2=CC(=C(C=C2CC1)OC)O)CC3=CC(=C(C=C3)OC)O

Technology Process of 1,2-Dehydroreticuline

There total 2 articles about 1,2-Dehydroreticuline 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: 40.0%

reticuline (1699-46-3,7096-86-8) → isovanillin (621-59-0) + 1,2-didehydrocoripallinium ion (72142-82-6) + 3-hydroxy-4-methoxybenzyl alcohol (4383-06-6) + 1,2-dehydroreticuline (16202-17-8)

Guidance literature:

With salcomine; oxygen; In methanol; for 7h; Product distribution; Mechanism; Heating;

Reference yield:

(+)-(S)-reticuline (485-19-8) → 1,2-dehydroreticuline (16202-17-8)

Guidance literature:

With 1,2-dehydroreticuline synthase; tris hydrochloride; at 37 ℃; for 2h; pH=8.8; Enzymatic reaction;

DOI:10.1074/jbc.M112.420414

Reference yield:

1,2-dehydroreticuline (16202-17-8) → [1-3H]-(R,S)-reticuline

Guidance literature:

With sodium boron [ 3H]hydride; In methanol; at 0 - 20 ℃; for 2.5h;

DOI:10.1016/j.phytochem.2004.02.015

upstream raw materials:

reticuline

(+)-(S)-reticuline

Downstream raw materials:

reticuline