(2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate

Base Information

• Chemical Name: (2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate
• CAS No.: 250370-84-4
• Molecular Formula: C₂₂H₂₅NO₂
• Molecular Weight: 335.446

Synonyms:(2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate

Chemical Property of (2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate

Chemical Property:

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Technology Process of (2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate

There total 2 articles about (2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate 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: 39.0%

(3aR,6aR)-octahydrocyclopentapyrrole (156473-27-7) + 2-bromo-2-phenylacetic acid benzyl ester (74004-88-9) → (2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate (250370-84-4) + (2R,1'R,5'R)-(-)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate (250370-85-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 20h;

DOI:10.1039/a902362c

Reference yield:

(1R,3R,5R)-2-azabicyclo<3.3.0>octane-3-carboxylic acid (128900-19-6,411232-21-8,726691-28-7) → (2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate (250370-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: cyclohexen-2-one / Pd/C / Heating

2: 28 percent / NEt₃ / tetrahydrofuran / 20 h

With cyclohexenone; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1: Decarboxylation / 2: Alkylation;

DOI:10.1039/a902362c

Reference yield: 84.0%

(2S,1'R,5'R)-(+)-Benzyl 2-phenyl-2-(2'-azabicyclo[3.3.0]octan-2'-yl)acetate (250370-84-4) → (2S,1'R,5'R)-(-)-2-(2'-Azabicyclo[3.3.0]octan-2'-yl)-2-phenylethanol

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Heating;

DOI:10.1039/a902362c

upstream raw materials:

(3aR,6aR)-octahydrocyclopentapyrrole

2-bromo-2-phenylacetic acid benzyl ester

(1R,3R,5R)-2-azabicyclo<3.3.0>octane-3-carboxylic acid

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