(5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

Base Information

Chemical Name:(5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one
CAS No.:1273550-74-5
Molecular Formula:C₂₀H₃₁NO₂S₃Si
Molecular Weight:441.755
Hs Code.:

Synonyms:(5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

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Chemical Property of (5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

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Technology Process of (5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

There total 8 articles about (5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)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:

: C₁₄H₂₇NO₃S₂Si

: 108-98-5
thiophenol

: 1273550-74-5
(5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; water; at 20 ℃; optical yield given as %de; Inert atmosphere;
DOI:10.1016/j.tet.2010.12.048

Reference yield:

: 1273550-71-2
N-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]phthalimide

: 1273550-74-5
(5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrazine / tetrahydrofuran; methanol / 4 h / 55 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with acetone-dry ice

3.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / -40 °C / Inert atmosphere; Cooling with acetone-dry ice

3.2: -40 °C / Inert atmosphere

4.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.37 h / Inert atmosphere; Cooling with CCl₄-dry ice

5.1: toluene-4-sulfonic acid / dichloromethane; water / 20 °C / Inert atmosphere

With sodium tetrahydroborate; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; hydrazine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.tet.2010.12.048

Reference yield:

: 1312077-01-2
C₉H₂₁NS₂Si

: 1273550-74-5
(5S)-5-hydroxy-1-[2-(2-trimethylsilyl-1,3-dithian-2-yl)ethyl]-6-(phenylsulfenyl)piperidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with acetone-dry ice

2.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / -40 °C / Inert atmosphere; Cooling with acetone-dry ice

2.2: -40 °C / Inert atmosphere

3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.37 h / Inert atmosphere; Cooling with CCl₄-dry ice

4.1: toluene-4-sulfonic acid / dichloromethane; water / 20 °C / Inert atmosphere

With sodium tetrahydroborate; potassium tert-butylate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1016/j.tet.2010.12.048