(1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

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Chemical Name:(1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one
CAS No.:749922-56-3
Molecular Formula:C₂₄H₂₅NO₇
Molecular Weight:439.465
Hs Code.:

Synonyms:(1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

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Chemical Property of (1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

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Technology Process of (1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

There total 5 articles about (1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-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:

: 749922-55-2
(2R,3R)-3,4,5-triacetoxy-1-[2-(3,4-dimethoxyphenyl)ethyl]-5-phenylpyrrolidin-2-one

: 749922-75-6
(1S,2R,10bR)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

: 749922-56-3
(1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/j.tet.2005.10.028

Reference yield:

: 108-24-7
acetic anhydride

: 749922-53-0
(2R,3R)-1-[2-(3,4-dimethoxyphenyl)ethyl]-5-hydroxy-5-phenyl-3,4-bis-trimethylsilanyloxy-pyrrolidine-2-one

: 749922-75-6
(1S,2R,10bR)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

: 749922-56-3
(1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

Guidance literature:: acetic anhydride; (2R,3R)-1-[2-(3,4-dimethoxyphenyl)ethyl]-5-hydroxy-5-phenyl-3,4-bis-trimethylsilanyloxy-pyrrolidine-2-one; With dmap; In acetonitrile; at 20 ℃; for 2h;

With boron trifluoride diethyl etherate; In acetonitrile; at 20 ℃; for 0.166667h;

With sodium hydrogencarbonate; In acetonitrile; at 0 ℃; Further stages.;
DOI:10.1016/j.tetlet.2004.06.036

Reference yield:

: 187393-44-8
(2R,3R)-3,4-dihydroxy-1-[2-(3,4-dimethoxyphenyl)ethyl]pyrrolidine-2,5-dione

: 749922-56-3
(1S,2R,10bS)-1,2-diacetoxy-8,9-dimethoxy-10b-phenyl-1,2,3,5,6,10b-hexahydropyrrolo[2,1-a]isoquinolin-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / pyridine / CH₂Cl₂ / 1.25 h / 0 - 20 °C

2: 75 percent / tetrahydrofuran / 0 - 20 °C

3: 75 mg / 4-(dimethylamino)pyridine / 3 h / 0 - 20 °C

4: BF₃*Et₂O / acetone / 20 °C

With pyridine; dmap; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/j.tet.2005.10.028