ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

Base Information

Chemical Name:ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate
CAS No.:1394290-12-0
Molecular Formula:C₂₆H₃₁NO₄
Molecular Weight:421.536
Hs Code.:

Synonyms:ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

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Chemical Property of ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

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Technology Process of ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

There total 4 articles about ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate 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: 99.0%

: 1394290-11-9
ethyl 3-[(4-tert-butylphenyl)hydroxymethyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

: 108-24-7
acetic anhydride

: 1394290-12-0
ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1039/c2ob25930c

Reference yield:

: 98-73-7
4-(1,1-dimethylethyl)benzoic acid

: 1394290-12-0
ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic anhydride / 0.25 h / Inert atmosphere

1.2: 0.08 h / Inert atmosphere

1.3: 72 h / 20 °C

2.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 20 °C / Cooling with ice; Inert atmosphere

3.1: dmap / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 200353-88-4
ethyl 4,7-dihydro-4β,7β-ethano-2H-isoindole-1-carboxylate

: 1394290-12-0
ethyl 3-[acetoxy(4-tert-butylphenyl)methyl]-4,7-dihydro-4,7-ethano-2H-isoindole-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic anhydride / 0.25 h / Inert atmosphere

1.2: 0.08 h / Inert atmosphere

1.3: 72 h / 20 °C

2.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 20 °C / Cooling with ice; Inert atmosphere

3.1: dmap / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; trifluoroacetic anhydride; In tetrahydrofuran; methanol; dichloromethane;