dl-Codamine

Base Information

• Chemical Name: dl-Codamine
• CAS No.: 5977-85-5
• Molecular Formula: C20H25 N O4
• Molecular Weight: 343.423
• NSC Number: 127489
• UNII: 5D6TH19ZX4
• DSSTox Substance ID: DTXSID90871988
• Nikkaji Number: J1.990.552G
• Wikidata: Q27261862
• Metabolomics Workbench ID: 46621
• Mol file: 5977-85-5.mol

Synonyms:5977-85-5;dl-Codamine;1-(3,4-Dimethoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol;(+/-)-Codamine;Codamine, DL-;Codamine, (RS)-;Codamine DL-form [MI];Codamine, (+/-)-;NSC-127489;UNII-5D6TH19ZX4;(S)-Codamine;5D6TH19ZX4;(.+-.)-Codamine;1-((3,4-Dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6-methoxy-2-methyl-7-isoquinolinol;1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol;7-Isoquinolinol, 1-((3,4-dimethoxyphenyl)methyl)-1,2,3,4-tetrahydro-6-methoxy-2-methyl-;1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol;1-[(3,4-dimethoxyphenyl)methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoq uinolin-7-ol;Kodamin;NSC127489;Codamine, (.+-.)-;SCHEMBL680513;DTXSID90871988;AKOS000277676;Q27261862;7-Isoquinolinol,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-6-methoxy-2-methyl-, (.+-.)-

Chemical Property of dl-Codamine

Chemical Property:

• Boiling Point: 483.4±45.0 °C(Predicted)
• PKA: 10.21±0.40(Predicted)
• PSA: 51.16000
• Density: 1.159±0.06 g/cm3(Predicted)
• LogP: 3.12760
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 343.17835828
• Heavy Atom Count: 25
• Complexity: 421

Purity/Quality:

1-(3,4-Dimethoxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC(=C(C=C3)OC)OC)O)OC

Technology Process of dl-Codamine

There total 8 articles about dl-Codamine 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:

→ (+/-)-Codamine (5977-85-5)

Guidance literature:

With hydrogenchloride; tin; at 100 ℃;

Reference yield:

N-formyl-1,2,3,4-tetrahydro-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol (263360-63-0) → (+/-)-Codamine (5977-85-5)

Guidance literature:

With tetrahydrofuran; lithium aluminium tetrahydride;

DOI:10.1007/BF00903594

Reference yield:

1-<3',4'-dimethoxybenzyl>-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline (57606-03-8) → (+/-)-Codamine (5977-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 °C

2: lithium alanate; tetrahydrofuran

With tetrahydrofuran; lithium aluminium tetrahydride;

DOI:10.1007/BF00903594

upstream raw materials:

N-formyl-1,2,3,4-tetrahydro-6-methoxy-1-(3,4-dimethoxy-benzyl)-isoquinolin-7-ol

1-<3',4'-dimethoxybenzyl>-7-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(+/-)-N-Methylcodaminium Iodide

(+)-codamine

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