4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

Base Information

Chemical Name:4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate
CAS No.:1456506-71-0
Molecular Formula:C₁₈H₂₀F₃NO₅S
Molecular Weight:419.422
Hs Code.:

Synonyms:4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

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Chemical Property of 4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

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Technology Process of 4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

There total 5 articles about 4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate 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: 71.0%

: 37595-74-7
N,N-phenylbistrifluoromethane-sulfonimide

: 1456506-81-2
(S)-5,5-dimethyl-3-(4-oxocyclohexyl)-4-phenyloxazolidin-2-one

: 1456506-71-0
4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

Guidance literature:: (S)-5,5-dimethyl-3-(4-oxocyclohexyl)-4-phenyloxazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.833333h; Cooling with acetone-dry ice;

N,N-phenylbistrifluoromethane-sulfonimide; In tetrahydrofuran; at 20 ℃; for 16.5h; Inert atmosphere;
DOI:10.1021/ml4003315

Reference yield:

: 110480-86-9
(1S)-1-amino-2-methyl-1-phenylpropan-2-ol

: 1456506-71-0
4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 3.25 h / 20 °C / Cooling with ice

2.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / Cooling with ice

3.1: trifluoroacetic acid / tetrahydrofuran; water / 20 °C

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -78 °C / Cooling with acetone-dry ice

4.2: 16.5 h / 20 °C / Inert atmosphere

With sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; water; 1,2-dichloro-ethane;
DOI:10.1021/ml4003315

Reference yield:

: 1466571-20-9
(S)-1-(1,4-dioxaspiro[4.5]decan-8-ylamino)-2-methyl-1-phenylpropan-2-ol

: 1456506-71-0
4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)cyclohex-1-en-1-yltrifluoromethanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / Cooling with ice

2.1: trifluoroacetic acid / tetrahydrofuran; water / 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -78 °C / Cooling with acetone-dry ice

3.2: 16.5 h / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; water;
DOI:10.1021/ml4003315