(3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

Base Information

Chemical Name:(3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one
CAS No.:178757-08-9
Molecular Formula:C₁₄H₁₈BrNO₂S
Molecular Weight:344.272
Hs Code.:

Synonyms:(3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

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Technology Process of (3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

There total 3 articles about (3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-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:

: 152555-04-9
Acetic acid (R)-2-(2,6-dioxo-piperidin-1-yl)-2-phenyl-ethyl ester

: 178757-08-9
(3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiBHEt₃, 2.) TFA / 1.) THF, -78 deg C, 2.5 h, 2.) CH₂CL₂, RT, 1.5 h

2: AIBN / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) RT, overnight

3: 1.) sec-BuLi, 2.) Br₂ / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 1 h 45 min

With 2,2'-azobis(isobutyronitrile); bromine; sec.-butyllithium; lithium triethylborohydride; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1016/S0040-4020(96)00340-7

Reference yield:

: 178757-06-7
Acetic acid (R)-2-(2-oxo-3,4-dihydro-2H-pyridin-1-yl)-2-phenyl-ethyl ester

: 178757-08-9
(3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: AIBN / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) RT, overnight

2: 1.) sec-BuLi, 2.) Br₂ / 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 1 h 45 min

With 2,2'-azobis(isobutyronitrile); bromine; sec.-butyllithium; In tetrahydrofuran;
DOI:10.1016/S0040-4020(96)00340-7

Reference yield:

: 178899-98-4
(S)-1-((R)-2-Hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

: (3R,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

: 178757-08-9
(3S,5S)-3-Bromo-1-((R)-2-hydroxy-1-phenyl-ethyl)-5-methylsulfanyl-piperidin-2-one

Guidance literature:: With bromine; sec.-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -78 deg C, 20 min, 2.) THF, -78 deg C, 1 h 45 min;
DOI:10.1016/S0040-4020(96)00340-7