(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

Base Information

• Chemical Name: (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
• CAS No.: 819054-66-5
• Molecular Formula: C₂₉H₃₅BrN₂O₅Si
• Molecular Weight: 599.597

Synonyms:(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

Chemical Property of (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

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Technology Process of (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

There total 1 articles about (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 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%

tert-butyldimethylsilyl chloride (18162-48-6) + (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 → (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 (819054-66-5) + (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 (819054-67-6)

Guidance literature:

With dmap; In dichloromethane; at 25 ℃; for 16h;

DOI:10.1002/hlca.200490225

Reference yield: 94.0%

(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 (819054-66-5) → (1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-hydroxy-1H-pyrrolo[3,4-a]pyrrolizin-3-one (819054-69-8)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 0.25h;

DOI:10.1002/hlca.200490225

Reference yield: 69.0%

(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 (819054-66-5) → (3aS,4R,7R,8aS,8bR)-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 (819054-52-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1002/hlca.200490225

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

(3aS,4R,7R,8aS,8bR)-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

(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-7-[(tert-butyl)dimethylsilyloxy]-2,3,3a,4,5,6,7,8,8a,8b-decahydro-1-hydroxy-1H-pyrrolo[3,4-a]pyrrolizin-3-one

4-{(3aS,4R,7R,8aS,8bR)-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

(1R,3aS,4R,7R,8aS,8bR)-2-Benzo[1,3]dioxol-5-ylmethyl-4-(4-bromo-phenyl)-1,7-dihydroxy-octahydro-pyrrolo[3,4-a]pyrrolizin-3-one

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