5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone

Base Information

• Chemical Name: 5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone
• CAS No.: 202188-69-0
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348

Synonyms:5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone

Chemical Property of 5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone

Chemical Property:

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Technology Process of 5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone

There total 2 articles about 5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone 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: 95.0%

5-acetyl-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone (202188-57-6) → 5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone (202188-69-0)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1016/S0040-4020(97)10333-7

Reference yield:

4-N<(R)-1-Phenylethyl>-amino-3-penten-2-on → 5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone (202188-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / Heating

2: 95 percent / NaBH₄ / methanol / 0 °C

With sodium tetrahydroborate; In tetrahydrofuran; methanol; 1: Cyclization / 2: Reduction;

DOI:10.1016/S0040-4020(97)10333-7

Reference yield: 72.0%

5-(1-hydroxyethyl)-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone (202188-69-0) → (6S)-5-[(E)-ethylidene]-6-methyl-6-{[(1R)-1-phenylethyl]amino}-tetrahydro-2H-2-pyranone (202188-76-9)

Guidance literature:

In acetic acid; at 40 ℃; for 1h;

DOI:10.1016/S0040-4020(97)10333-7

upstream raw materials:

5-acetyl-6-methyl-1-[(1R)-1-phenylethyl]-1,2,3,4-tetrahydro-2-pyridinone

Downstream raw materials:

(6S)-5-[(E)-ethylidene]-6-methyl-6-{[(1R)-1-phenylethyl]amino}-tetrahydro-2H-2-pyranone

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