(R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

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Chemical Name:(R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid
CAS No.:1229364-03-7
Molecular Formula:C₂₀H₂₃ClN₂O₄S
Molecular Weight:422.933
Hs Code.:

Synonyms:(R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

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Chemical Property of (R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

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Technology Process of (R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

There total 6 articles about (R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid 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:

: 5000-66-8
2-chlorophenacyl bromide

: 1229364-03-7
(R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: ethanol / 1 h / Inert atmosphere; Reflux

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

With N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; dichloromethane; acetonitrile; 1: |Hantzsch Thiazole Synthesis;
DOI:10.1016/j.bmc.2018.09.015

Reference yield:

: (S)-4-benzyl-3-(3-(tetrahydro-2H-pyran-4-yl)propanoyl)oxazolidin-2-one

: 1229364-03-7
(R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: dihydrogen peroxide / tetrahydrofuran; water / 0.42 h / 0 °C / Inert atmosphere

2.2: 16 h / 0 - 20 °C / Inert atmosphere

3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

With dihydrogen peroxide; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmc.2018.09.015

Reference yield:

: 40500-10-5
3-(tetrahydro-2H-pyran-4-yl)propanoic acid

: 1229364-03-7
(R)-4-((4-(2-chlorophenyl)thiazol-2-yl)(methyl)amino)-4-oxo-3-((tetrahydro-2H-pyran-4-yl) methyl)butanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine / tetrahydrofuran / 1.25 h / -78 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.33 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 - 20 °C / Inert atmosphere

4.1: dihydrogen peroxide / tetrahydrofuran; water / 0.42 h / 0 °C / Inert atmosphere

4.2: 16 h / 0 - 20 °C / Inert atmosphere

5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / Inert atmosphere

6.1: trifluoroacetic acid / dichloromethane / 20 °C / Inert atmosphere

With n-butyllithium; dihydrogen peroxide; sodium hexamethyldisilazane; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.bmc.2018.09.015