(1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone

Base Information

• Chemical Name: (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone
• CAS No.: 253609-31-3
• Molecular Formula: C₂₄H₂₇NO
• Molecular Weight: 345.484

Synonyms:(1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone

Chemical Property of (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone

Chemical Property:

Purity/Quality:

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Technology Process of (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone

There total 3 articles about (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone 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: 78.0%

1-(3,4-dihydro-1-naphthalenyl)pyrrolidine (7007-34-3) + (3aR,6aR)-1-[1-Phenyl-meth-(Z)-ylidene]-octahydro-cyclopenta[b]pyrrolium; iodide → (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone (253609-31-3)

Guidance literature:

In acetonitrile; at 20 ℃; for 2h;

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

Reference yield:

(3aR,6aR)-octahydrocyclopentapyrrole (156473-27-7) → (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone (253609-31-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaI; Et₃N / acetonitrile / 1 h

2: NaI; Et₃N / acetonitrile / 1.5 h

3: 78 percent / 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:

(3aR,6aR)-1-Trimethylsilanyl-octahydro-cyclopenta[b]pyrrole → (1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinone (253609-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI; Et₃N / acetonitrile / 1.5 h

2: 78 percent / acetonitrile / 2 h / 20 °C

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

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

upstream raw materials:

1-(3,4-dihydro-1-naphthalenyl)pyrrolidine

(3aR,6aR)-octahydrocyclopentapyrrole

Downstream raw materials:

(1S,1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinol

(1R,1'R,1''R,2S,5''R)-2-[phenyl-1'-(2''-azabicyclo[3.3.0]octane-2''-yl)methyl]-1,2,3,4-tetrahydro-1-naphthalinol

trans-2-benzyl-1,2,3,4-tetrahydronaphthalen-1-ol

(1R,2S)-2-benzyl-1,2,3,4-tetrahydronaphthalen-1-ol

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