CID 11001876

Base Information

• Chemical Name: CID 11001876
• CAS No.: 23172-92-1
• Molecular Formula: C₂₀H₂₄N₂O₂
• Molecular Weight: 324.423
• DSSTox Substance ID: DTXSID201305724
• Wikidata: Q105233004
• Mol file: 23172-92-1.mol

Synonyms:gardnerine

Chemical Property of CID 11001876

Chemical Property:

• Vapor Pressure: 5.68E-11mmHg at 25°C
• Boiling Point: 503.8°C at 760 mmHg
• Flash Point: 258.5°C
• Density: 1.3g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 324.183778013
• Heavy Atom Count: 24
• Complexity: 536

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CN2C3CC1C(C2CC4=C3NC5=C4C=CC(=C5)OC)CO
• Isomeric SMILES: C/C=C\1/CN2[C@H]3C[C@@H]1[C@@H]([C@@H]2CC4=C3NC5=C4C=CC(=C5)OC)CO

Technology Process of CID 11001876

There total 22 articles about CID 11001876 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: 85.0%

gardnutine (23172-98-7) → gardnerine (23172-92-1)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1021/jo052081t

Reference yield: 77.0%

C27H30N2O3 → gardnerine (23172-92-1)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; at -78 - -30 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b00661

Reference yield: 70.0%

3-ethylidene-10-methoxy-13-methylene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine (854931-48-9) → gardnerine (23172-92-1)

Guidance literature:

3-ethylidene-10-methoxy-13-methylene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine; With 9-borabicyclo[3.3.1]nonane dimer;

With sodium hydroxide; dihydrogen peroxide; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2005.04.051

upstream raw materials:

Gardneral

3-ethylidene-10-methoxy-13-methylene-1,3,4,7,12,12b-hexahydro-2H,6H-2,6-methano-indolo[2,3-a]quinolizine

gardnutine

C₁₅H₁₆N₂O₂

Downstream raw materials:

16-epigardnerine

gardnutine

(16S)-7,17-epoxy-11-methoxy-(7β)-7H-sarpagane