Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester

Base Information

• Chemical Name: Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester
• CAS No.: 86896-53-9
• Molecular Formula: C₁₆H₁₆F₃NO₃
• Molecular Weight: 327.303

Synonyms:Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester

Chemical Property of Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester

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Technology Process of Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester

There total 4 articles about Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester 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: 53.0%

5-Hydroxy-1-(2-phenyl-but-3-enyl)-pyrrolidin-2-one (86905-68-2) → 1-(hydroxymethyl)-5-(3-phenyl-2-propenyl)-2-pyrrolidinone (101145-26-0) + Trifluoro-acetic acid (S)-((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester (86896-53-9) + rel-(6R,7aS)-hexahydro-6-<(R)-hydroxyphenylmethyl>-3H-pyrrolizin-3-one (86905-71-7) + rel-(6R,7aS)-hexahydro-6-<(S)-hydroxyphenylmethyl>-3H-pyrrolizin-3-one (86941-30-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 5 ℃; for 0.5h; Yields of byproduct given;

DOI:10.1021/jo00360a011

Reference yield: 53.0%

5-Hydroxy-1-(2-phenyl-but-3-enyl)-pyrrolidin-2-one (86905-68-2) + trifluoroacetic acid (76-05-1) → 1-(hydroxymethyl)-5-(3-phenyl-2-propenyl)-2-pyrrolidinone (101145-26-0) + (6S,7aR)-6-(Hydroxy-phenyl-methyl)-hexahydro-pyrrolizin-3-one (86905-71-7,86941-30-2) + Trifluoro-acetic acid ((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester (86896-53-9,86941-31-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 5 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)81857-2

Reference yield: 27.0%

5-Hydroxy-1-(2-phenyl-but-3-enyl)-pyrrolidin-2-one (86905-68-2) → 1-(hydroxymethyl)-5-(3-phenyl-2-propenyl)-2-pyrrolidinone (101145-26-0) + (6S,7aR)-6-(Hydroxy-phenyl-methyl)-hexahydro-pyrrolizin-3-one (86905-71-7,86941-30-2) + Trifluoro-acetic acid ((2R,7aS)-5-oxo-hexahydro-pyrrolizin-2-yl)-phenyl-methyl ester (86896-53-9,86941-31-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 5 ℃; for 0.5h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4039(00)81857-2

upstream raw materials:

5-Hydroxy-1-(2-phenyl-but-3-enyl)-pyrrolidin-2-one

trifluoroacetic acid

1-(2-Phenyl-but-3-enyl)-pyrrolidine-2,5-dione

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