2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione

Base Information

• Chemical Name: 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione
• CAS No.: 1054798-68-3
• Molecular Formula: C₂₃H₂₅NO₅
• Molecular Weight: 395.455

Synonyms:2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione

Chemical Property of 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione

There total 4 articles about 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione 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:

2-[(S)-1-Benzyl-2-oxo-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione (1026632-96-1) → 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione (1054798-68-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 ℃; for 0.25h;

DOI:10.1021/jo00092a026

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione (1054798-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH*H₂O / CH₂Cl₂ / 16 h / 20 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 0.25 h / 0 °C

With sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo00092a026

Reference yield:

1-Hydroxy-4-phenyl-3(S)-phthalimido-2-butanone (136465-82-2) → 2-[(1S,2R)-1-Benzyl-2-hydroxy-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione (1054798-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH*H₂O / CH₂Cl₂ / 16 h / 20 °C

2: NaBH₄ / tetrahydrofuran; H₂O / 0.25 h / 0 °C

With sodium tetrahydroborate; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo00092a026

upstream raw materials:

2-[(S)-1-Benzyl-2-oxo-3-(tetrahydro-pyran-2-yloxy)-propyl]-isoindole-1,3-dione

3,4-dihydro-2H-pyran

1-Hydroxy-4-phenyl-3(S)-phthalimido-2-butanone

phthaloyl-L-phenylalanyl chloride

Downstream raw materials:

Methanesulfonic acid (1R,2S)-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-1-(tetrahydro-pyran-2-yloxymethyl)-propyl ester

Saquinavir

cis-N-butyldecahydro-2-<2(R)-hydroxy-4-phenyl-3(S)-aminobutyl>-(4aS,8aS)-isoquinoline-3(S)-carboxamide

2(S)-[2-phenyl-1(S)-phthalimidoethyl]oxirane

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