(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

Base Information

Chemical Name:(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione
CAS No.:819054-67-6
Molecular Formula:C₂₉H₃₅BrN₂O₅Si
Molecular Weight:599.597
Hs Code.:

(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

Synonyms:(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

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Chemical Property of (3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

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Technology Process of (3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

There total 1 articles about (3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-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: 43.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (3aS,4R,7R,8aS,8bR)-2-Benzo[1,3]dioxol-5-ylmethyl-4-(4-bromo-phenyl)-7-hydroxy-hexahydro-pyrrolo[3,4-a]pyrrolizine-1,3-dione; compound with (3aR,4S,7R,8aR,8bS)-2-benzo[1,3]dioxol-5-ylmethyl-4-(4-bromo-phenyl)-7-hydroxy-hexahydro-pyrrolo[3,4-a]pyrrolizine-1,3-dione

: 819054-66-5
(3aS,4R,7R,8aS,8bR)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

: 819054-67-6
(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

Guidance literature:: With dmap; In dichloromethane; at 25 ℃; for 16h;
DOI:10.1002/hlca.200490225

Reference yield: 72.0%

: 819054-67-6
(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

: 819054-53-0
(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1002/hlca.200490225

Reference yield:

: 819054-67-6
(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1H-pyrrolo[3,4-a]pyrrolizin-1,3-dione

: 4-{(3aR,4S,7R,8aR,8bS)-2-[(benzo[1,3]dioxol-5-yl)methyl]-1,3-dioxo-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1H-pyrrolo[3,4-a]pyrrolizin-4-yl}benzonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / Bu₄NF / tetrahydrofuran / 1.5 h / 20 °C

2: 45 percent / dimethylformamide / 18 h / Heating

With tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/hlca.200490225