Lanuginosine

Base Information

• Chemical Name: Lanuginosine
• CAS No.: 23740-25-2
• Molecular Formula: C₁₈H₁₁NO₄
• Molecular Weight: 305.29
• Hs Code.: 2934999090
• NSC Number: 137553
• UNII: L7DSM4NF0P
• DSSTox Substance ID: DTXSID20946532
• Nikkaji Number: J19.942G
• Wikidata: Q27282808
• ChEMBL ID: CHEMBL389400
• Mol file: 23740-25-2.mol

Synonyms:Lanuginosine;Oxoxylopine;23740-25-2;Oxoxylopin;L7DSM4NF0P;CCRIS 3814;NSC 137553;NSC-137553;BRN 0624123;8H-Benzo(g)-1,3-benzodioxolo(6,5,4-de)quinolin-8-one, 10-methoxy-;Noraporphin-7-one, 4,5,6,6a-tetradehydro-9-methoxy-1,2-(methylenedioxy)-;9-METHOXY-1,2-METHYLENEDIOXY-7-OXAPORPHINE;10-methoxy-8H-[1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]benzo[g]quinolin-8-one;UNII-L7DSM4NF0P;CHEMBL389400;SCHEMBL6687528;DTXSID20946532;NSC137553;AKOS040752416;LS-97038;Q27282808;10-Methoxy-2H,8H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one;16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,9,11,14(19),15,17-octaen-13-one

Chemical Property of Lanuginosine

Chemical Property:

• Vapor Pressure: 4.07E-13mmHg at 25°C
• Boiling Point: 572.5°Cat760mmHg
• Flash Point: 300.1°C
• PSA: 57.65000
• Density: 1.472g/cm³
• LogP: 3.18350
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 305.06880783
• Heavy Atom Count: 23
• Complexity: 497

Purity/Quality:

99% ^*data from raw suppliers

LANUGINOSINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3=C4C(=CC5=C3OCO5)C=CN=C4C2=O
• Description: An oxoaporphine alkaloid which has been isolated from the eHCl3 extract of the trunk bark of Michelia lanuginosa Wall., the structure has been established from the ultraviolet, infrared, NMR and mass spectra. All attempts to reduce the alka_x0002_loid, either with NaBH4 or catalytic hydrogenation with Pt02, have failed due to the ready oxidation of the reduction product in solution.

Technology Process of Lanuginosine

There total 8 articles about Lanuginosine 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: 20.0%

6a,7-dehydroxylopine (113425-60-8) → lanuginosine (23740-25-2) + bis-7,7'-dehydro-9,9'-dimethoxyanonaine

Guidance literature:

With air; In methanol; dichloromethane; for 240h; Ambient temperature;

Reference yield:

7-Chloro-10-methoxy-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline → 6a,7-dehydroxylopine (113425-60-8) + 7-chloro-6a,7-dehydroxylopine + lanuginosine (23740-25-2)

Guidance literature:

With sodium ethanolate; In ethanol; at 70 ℃; for 0.166667h; Yield given;

Reference yield:

7-Chloro-10-methoxy-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline → 6a,7-dehydroxylopine (113425-60-8) + 7-chloro-6a,7-dehydroxylopine + lanuginosine (23740-25-2) + bis-7,7'-dehydro-9,9'-dimethoxyanonaine

Guidance literature:

With sodium ethanolate; In ethanol; at 70 ℃; for 0.166667h; Yield given. Yields of byproduct given;

upstream raw materials:

10-methoxy-7-methyl-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline

7-benzyl-10-methoxy-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinoline

(7aS)-10-methoxy-(7ar)-6,7,7a,8-tetrahydro-5H-benzo[g][1,3]dioxolo[4',5':4,5]benzo[1,2,3-de]quinolin-8t-ol; hydrochloride

diazomethane