(1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone

Base Information

• Chemical Name: (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone
• CAS No.: 253609-29-9
• Molecular Formula: C₂₀H₂₇NO
• Molecular Weight: 297.44

Synonyms:(1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone

Chemical Property of (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone

There total 5 articles about (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone 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:

(3aR,6aR)-octahydrocyclopentapyrrole (156473-27-7) → (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone (253609-29-9)

Guidance literature:

Multi-step reaction with 3 steps

1: NaI; Et₃N / acetonitrile / 1 h

2: NaI; Et₃N / acetonitrile / 1.5 h

3: acetonitrile / 2 h / 20 °C

With triethylamine; sodium iodide; In acetonitrile; 1: silylation / 2: Condensation / 3: aminoalkylation; Mannich reaction;

DOI:10.1016/S0957-4166(99)00342-0

Reference yield:

1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1) + (3aR,6aR)-1-[1-Phenyl-meth-(Z)-ylidene]-octahydro-cyclopenta[b]pyrrolium; iodide → (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone (253609-29-9) + (S)-2-((R)-(3aR,6aR)-Hexahydro-cyclopenta[b]pyrrol-1-yl-phenyl-methyl)-cyclohexanone

Guidance literature:

In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(99)00342-0

Reference yield:

(S)-2-methoxymethylpyrrolidine cyclohexanone enamine (83976-41-4) + (3aR,6aR)-1-[1-Phenyl-meth-(Z)-ylidene]-octahydro-cyclopenta[b]pyrrolium; iodide → (1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]cyclohexanone (253609-29-9) + (S)-2-((R)-(3aR,6aR)-Hexahydro-cyclopenta[b]pyrrol-1-yl-phenyl-methyl)-cyclohexanone

Guidance literature:

In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/S0957-4166(99)00342-0

upstream raw materials:

1-(1-Cyclohexen-1-yl)pyrrolidine

(S)-2-methoxymethylpyrrolidine cyclohexanone enamine

(1R,5R)-2-(1-Cyclohexen-1-yl)-2-azabicyclo<3.3.0>octan

(1S,5S)-2-(1-Cyclohexen-1-yl)-2-azabicyclo<3.3.0>octan

Downstream raw materials:

(1R,2R)-2-phenylmethyl-cyclohexanol

(1R,1'S,1''R,2R,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-ylmethyl)methyl]cyclohexanol

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