meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

Base Information

Chemical Name:meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione
CAS No.:93303-49-2
Molecular Formula:C₂₂H₂₇NO₄
Molecular Weight:369.461
Hs Code.:

Synonyms:meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

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Chemical Property of meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

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Technology Process of meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

There total 2 articles about meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-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: 98.0%

: 79681-24-6
(3aR,4R,7S,7aS)-11,11-diethoxy-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

: 93303-49-2
meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; for 26h; under 3040 Torr; Ambient temperature;
DOI:10.1246/cl.1984.1367

Reference yield:

: 79681-23-5
(1R,2S,6R,7S)-10,10-Diethoxy-4-phenyl-4-aza-tricyclo[5.2.1.0^2,6]dec-8-ene-3,5-dione

: 93303-49-2
meso-(3aR,4R,7S,7aS)-11,11-diethoxy-5,6-dihydro-2-phenyl-1H,3H-4,7-methano-3a,7a-propanoisoindol-1,3-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 30 percent / 1.) Li, isopropylamine, naphthalene / tetrahydrofuran / 1.) -78 deg C, 45 min, 2.) 0 deg C, 1 h

2: 98 percent / H₂ / Pd/C / ethyl acetate / 26 h / 3040 Torr

With naphthalene; hydrogen; lithium; isopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;