3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

Base Information

• Chemical Name: 3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
• CAS No.: 109667-42-7
• Molecular Formula: C₁₈H₂₀N₂O
• Molecular Weight: 280.37
• DSSTox Substance ID: DTXSID601126516
• Mol file: 109667-42-7.mol

Synonyms:109667-42-7;1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one, 1,2,3,4,5,6-hexahydro-3-(phenylmethyl)-;3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one;DTXSID601126516;STL447718;AKOS000508883;AKOS037482366;CCG-357273;SR-01000215621;SR-01000215621-1;F9995-4313;1,2,3,4,5,6-Hexahydro-3-(phenylmethyl)-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one

Chemical Property of 3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 280.157563266
• Heavy Atom Count: 21
• Complexity: 476

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2CN(CC1C3=CC=CC(=O)N3C2)CC4=CC=CC=C4

Technology Process of 3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

There total 24 articles about 3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one 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%

benzyl bromide (100-39-0) + cytisine (485-35-8) → (1R,5S)-3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido-[1,2-a][1,5]diazocin-8-one (78867-61-5,109667-42-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 20h; Reflux;

DOI:10.1039/c8ob01456f

Reference yield: 84.0%

Methanesulfonic acid (3'R,5'S)-1'-benzyl-6-methoxy-1',2',3',4',5',6'-hexahydro-[2,3']bipyridinyl-5'-ylmethyl ester → 3-benzyl-1,2,3,4,5,6-hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one (78867-61-5,109667-42-7)

Guidance literature:

In toluene; for 3h; Heating;

DOI:10.1021/ol0067538

Reference yield: 77.6%

cytisine (485-35-8) → (1R,5S)-3-benzyl-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido-[1,2-a][1,5]diazocin-8-one (78867-61-5,109667-42-7)

Guidance literature:

In acetone; Heating;

DOI:10.1016/S0014-827X(99)00049-X

upstream raw materials:

benzyl chloride

cytisine

benzyl bromide

benzaldehyde

Downstream raw materials:

(-)-(1R,5S,6S)-N-benzyl-6-methyl-cytisine