3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

Base Information

• Chemical Name: 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one
• CAS No.: 181930-02-9
• Molecular Formula: C₁₇H₂₁NO₃
• Molecular Weight: 287.359

Synonyms:3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

Chemical Property of 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

Chemical Property:

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Technology Process of 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

There total 4 articles about 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-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%

4-Hydroxy-3-[1-(3-nitro-phenyl)-propyl]-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one (181929-64-6) → 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one (181930-02-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 2h; under 2585.7 Torr;

DOI:10.1021/jm960296c

Reference yield:

6,7-Dihydro-4-hydroxycyclopentapyran-2(5H)-on (90345-58-7) → 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one (181930-02-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 25 percent / H₂, AcOH / PtO₂ / 1.5 h / 2585.7 Torr

2: AlCl₃ / tetrahydrofuran / 2.5 h / Ambient temperature

3: CuBr*Me₂S / hexane; tetrahydrofuran / 18 h / Ambient temperature

4: 99 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 2585.7 Torr

With aluminium trichloride; copper(I) bromide dimethylsulfide complex; hydrogen; acetic acid; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jm960296c

Reference yield:

4-Hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one (181929-55-5) → 3-[1-(3-Amino-phenyl)-propyl]-4-hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one (181930-02-9)

Guidance literature:

Multi-step reaction with 3 steps

1: AlCl₃ / tetrahydrofuran / 2.5 h / Ambient temperature

2: CuBr*Me₂S / hexane; tetrahydrofuran / 18 h / Ambient temperature

3: 99 percent / H₂ / 10percent Pd/C / ethanol / 2 h / 2585.7 Torr

With aluminium trichloride; copper(I) bromide dimethylsulfide complex; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jm960296c

upstream raw materials:

4-Hydroxy-3-[1-(3-nitro-phenyl)-propyl]-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

6,7-Dihydro-4-hydroxycyclopentapyran-2(5H)-on

4-Hydroxy-5,6,7,7a-tetrahydro-4aH-cyclopenta[b]pyran-2-one

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