Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester

Base Information

• Chemical Name: Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester
• CAS No.: 177273-47-1
• Molecular Formula: C₂₂H₃₃NO₅Si
• Molecular Weight: 419.593

Synonyms:Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester

Chemical Property of Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester

Chemical Property:

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Technology Process of Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester

There total 1 articles about Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester 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:

phthalic anhydride (85-44-9) → Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester (177273-47-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / dioxane / 16 h / Heating

2: 75 percent / Et₃N / 8 h / Heating

3: 98 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 0.5 h / 0 °C

4: 98 percent / H₂ / 10percent Pd/C / ethanol / 760 Torr

5: 82 percent / tetrahydrofuran / 2 h / Ambient temperature

With 2,6-dimethylpyridine; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;

DOI:10.1002/hlca.19980810208

Reference yield:

Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester (177273-47-1) → 2-[(R)-1-((S)-1-Benzyloxy-ethyl)-but-3-enyl]-isoindole-1,3-dione

Guidance literature:

Multi-step reaction with 3 steps

1: EtAlCl₂ / hexane; CH₂Cl₂ / Ambient temperature

2: 54 percent / 1M Bu₄NF / tetrahydrofuran / 24 h / Ambient temperature

3: 1.) NaH, 2.) BH₄NI / 1.) THF, 0 deg C, 30 min, 2.) THF, r.t., 20 h

With tetrabutyl ammonium fluoride; ethylaluminum dichloride; sodium hydride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/hlca.19980810208

Reference yield:

Acetic acid 1-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-triisopropylsilanyloxy-propyl ester (177273-47-1) → 2-((2S,3R)-2-Methyl-5-phenylselanylmethyl-tetrahydro-furan-3-yl)-isoindole-1,3-dione

Guidance literature:

Multi-step reaction with 3 steps

1: EtAlCl₂ / hexane; CH₂Cl₂ / Ambient temperature

2: 54 percent / 1M Bu₄NF / tetrahydrofuran / 24 h / Ambient temperature

3: 79 percent / CH₂Cl₂ / 0.5 h / 0 °C

With tetrabutyl ammonium fluoride; ethylaluminum dichloride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/hlca.19980810208

upstream raw materials:

phthalic anhydride

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