1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine

Base Information

• Chemical Name: 1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine
• CAS No.: 205999-80-0
• Molecular Formula: C₁₈H₂₃NO₂
• Molecular Weight: 285.386

Synonyms:1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine

Chemical Property of 1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine

Chemical Property:

Purity/Quality:

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Technology Process of 1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine

There total 2 articles about 1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine 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: 90.0%

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol (119193-19-0) + 3-oxocyclopent-1-en-1-yl 4-methylbenzenesulfonate (205999-79-7) → 1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine (205999-80-0)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 8h; Heating;

DOI:10.1021/jm980063g

Reference yield:

1,3-cyclopentadione (3859-41-4) → 1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine (205999-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / triethylamine / tetrahydrofuran / 6 h / Ambient temperature

2: 90 percent / triethylamine / tetrahydrofuran / 8 h / Heating

With triethylamine; In tetrahydrofuran;

DOI:10.1021/jm980063g

Reference yield: 83.0%

1-(3'-oxo-1'-cyclopentenyl)-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine (205999-80-0) → (+)-N-cyclopentyl-(3R,4R)-dimethyl-(3-hydroxyphenyl)piperidine

Guidance literature:

With hydrogen; acetyl chloride; platinum(IV) oxide; In methanol; for 48h; under 760 Torr;

DOI:10.1021/jm980063g

upstream raw materials:

3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol

3-oxocyclopent-1-en-1-yl 4-methylbenzenesulfonate

1,3-cyclopentadione

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