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

Base Information

Chemical Name:(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one
CAS No.:819054-74-5
Molecular Formula:C₂₆H₂₉BrN₂O₄
Molecular Weight:513.431
Hs Code.:

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

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

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

There total 6 articles about (1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one 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:

: (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

: 819054-74-5
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 43 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

2: 94 percent / Li[Et₃BH] / tetrahydrofuran / 0.25 h / -78 °C

3: 94 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

4: 80 percent / CaCl₂ / CH₂Cl₂ / 48 h / 20 °C

5: 87 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

6: 79 percent / ZnCl₂ / diethyl ether; tetrahydrofuran / 16 h / 20 °C

7: 75 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; lithium triethylborohydride; calcium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200490225

Reference yield:

: 819054-71-2
(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

: 819054-74-5
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / CaCl₂ / CH₂Cl₂ / 48 h / 20 °C

2: 87 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

3: 79 percent / ZnCl₂ / diethyl ether; tetrahydrofuran / 16 h / 20 °C

4: 75 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; calcium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200490225

Reference yield:

: 819054-69-8
(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

: 819054-74-5
(1R,3aS,4R,7R,8aS,8bR)-2-[(1,3-benzodioxol-5-yl)methyl]-4-(4-bromophenyl)-2,3,3a,4,5,6,7,8,8a,8b-decahydro-7-hydroxy-1-(1-methylethyl)-1H-pyrrolo[3,4-a]pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

2: 80 percent / CaCl₂ / CH₂Cl₂ / 48 h / 20 °C

3: 87 percent / DMAP / CH₂Cl₂ / 16 h / 25 °C

4: 79 percent / ZnCl₂ / diethyl ether; tetrahydrofuran / 16 h / 20 °C

5: 75 percent / Bu₄NF / tetrahydrofuran / 1 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; calcium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/hlca.200490225