Akuammicine

Base Information

• Chemical Name: Akuammicine
• CAS No.: 639-43-0
• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.407
• UNII: RG055O00BG
• DSSTox Substance ID: DTXSID30903914
• Wikipedia: Akuammicine
• Wikidata: Q15079655
• Pharos Ligand ID: 3K7QBCUV7RHK
• ChEMBL ID: CHEMBL508955
• Mol file: 639-43-0.mol

Synonyms:akuammicine

Chemical Property of Akuammicine

Chemical Property:

• Vapor Pressure: 2.12E-09mmHg at 25°C
• Melting Point: 182°
• Boiling Point: 480.7°Cat760mmHg
• PKA: 7.45(at 25℃)
• Flash Point: 244.5°C
• PSA: 41.57000
• Density: 1.29g/cm³
• LogP: 2.90700
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 322.168127949
• Heavy Atom Count: 24
• Complexity: 652

Purity/Quality:

99% ^*data from raw suppliers

AKUAMMICINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=C1CN2CCC34C2CC1C(=C3NC5=CC=CC=C45)C(=O)OC
• Isomeric SMILES: C/C=C\1/CN2CC[C@@]34[C@@H]2C[C@@H]1C(=C3NC5=CC=CC=C45)C(=O)OC

Technology Process of Akuammicine

There total 103 articles about Akuammicine 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: 99.0%

methyl 3-((Z)-2-iodobut-2-en-1-yl)-2,3,3a,4,6a,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylate → akuammicine (639-43-0,7344-80-1)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine; at 90 ℃; for 3h; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2016.11.004

Reference yield: 87.0%

methyl (Z)-3-(2-iodobut-2-en-1-yl)-2,3,3a,4,6a,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylate (1322613-99-9) → akuammicine (639-43-0,7344-80-1)

Guidance literature:

With palladium diacetate; triethylamine; triphenylphosphine;

DOI:10.1055/s-0034-1378698

Reference yield: 83.0%

19-(Benzylthio)akuammicine → akuammicine (639-43-0,7344-80-1)

Guidance literature:

With nickel; In methanol; for 0.5h; Ambient temperature;

DOI:10.1021/jo00104a042

upstream raw materials:

methyl (Z)-3-(2-iodobut-2-en-1-yl)-2,3,3a,4,6a,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylate

C₂₄H₂₆N₂O₃

C₁₆H₁₈N₂O₂

C₁₂H₁₄N₂

Downstream raw materials:

(19E)-2α-cura-16,19-diene

echitamidine

Methyl-2β,16α,20α-curanoat

curan-17-oic acid methyl ester