(2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid

Base Information

Chemical Name:(2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid
CAS No.:382135-54-8
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:

Synonyms:(2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid

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Chemical Property of (2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid

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Technology Process of (2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid

There total 9 articles about (2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid 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:

: 312599-02-3
(R)-methyl 3-hydroxy-4-phenylbutanoate

: 382135-54-8
(2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / LDA; DMPU / tetrahydrofuran / -78 - 0 °C

2: 96 percent / H₂ / Pd/C / methanol

3: aq. LiOH / tetrahydrofuran; methanol / 24 h

4: DCC / ethyl acetate / 0 - 20 °C

5: pyridine / CH₂Cl₂ / 0 °C

6: K₂CO₃ / acetone / 12 h / Heating

7: aq. NaOH / dioxane / 24 h / 25 °C

8: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium hydroxide; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; acetone; 1: Frater-Seebach alkylation;
DOI:10.1021/jm0102654

Reference yield:

: methyl (2S)-2-[(1R)-1-hydroxy-2-phenylethyl]-4-methylpent-4-enoate

: 382135-54-8
(2R)-2-{(1S)-1-[formyl(tetrahydro-2H-pyran-2-yloxy)amino]-2-phenylethyl}-4-methylpentanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / H₂ / Pd/C / methanol

2: aq. LiOH / tetrahydrofuran; methanol / 24 h

3: DCC / ethyl acetate / 0 - 20 °C

4: pyridine / CH₂Cl₂ / 0 °C

5: K₂CO₃ / acetone / 12 h / Heating

6: aq. NaOH / dioxane / 24 h / 25 °C

7: pyridine / CH₂Cl₂ / 2 h / 0 °C

With pyridine; lithium hydroxide; sodium hydroxide; hydrogen; potassium carbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethyl acetate; acetone;
DOI:10.1021/jm0102654