(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

Base Information

Chemical Name:(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one
CAS No.:1027340-31-3
Molecular Formula:C₁₆H₂₃NO₂Si
Molecular Weight:289.45
Hs Code.:

Synonyms:(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

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Chemical Property of (5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

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Technology Process of (5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

There total 2 articles about (5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-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: 87.0%

: 1027340-30-2
(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-((S)-1-(2,4,6-triisopropylphenyl)ethoxy)-hexahydro-1H-pyrrolizin-3-one

: 1027340-31-3
(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

Guidance literature:: With trifluoroacetic acid;
DOI:10.1039/b800445e

Reference yield:

: (2R,3R)-tert-butyl 3-((S)-1-(2,4,6-triisopropylphenyl)ethoxy)-2-(2-(methoxycarbonyl)ethyl)-5-((dimethyl(phenyl)silyl)methyl)pyrrolidine-1-carboxylate

: 1027340-31-3
(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 2.5 h / 0 - 20 °C / Inert atmosphere

1.2: 4 h / Inert atmosphere; Reflux

2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tetasy.2014.12.002

Reference yield:

: 75-15-0,12122-00-8
carbon disulfide

: 1027340-31-3
(5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one

: 74-88-4
methyl iodide

: C₁₈H₂₅NO₂S₂Si

Guidance literature:: (5S,7R,7aR)-5-((dimethyl(phenyl)silyl)methyl)-7-hydroxy-hexahydro-1H-pyrrolizin-3-one; With potassium hydride; In tetrahydrofuran; for 1h; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.tetasy.2014.12.002