4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

Base Information

Chemical Name:4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester
CAS No.:195877-93-1
Molecular Formula:C₁₉H₂₃N₃O₃S
Molecular Weight:373.476
Hs Code.:

Synonyms:4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

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Chemical Property of 4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

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Technology Process of 4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

There total 10 articles about 4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester 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: 100.0%

: 195877-92-0
4-(2-tert-butoxycarbonylamino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

: 195877-93-1
4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: With methyl-phenyl-thioether; trifluoroacetic acid; for 4h; Ambient temperature;
DOI:10.1016/S0960-894X(99)00179-1

Reference yield:

: 10445-91-7
4-(Chloromethyl)pyridine

: 195877-93-1
4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: NaOEt

2: 100 percent / aq. KOH / ethanol / 1 h / Ambient temperature

3: 67 percent / dimethylformamide / 1.5 h / Heating

4: 100 percent / H₂, aq. HCl / 10 percent Pd/C / ethanol

5: 100 percent / 6 N HCl / 4 h / Heating

6: CuSO₄, pH 9 / dioxane; H₂O / 16 h / Ambient temperature

7: pH 12.5 / 20 h / Ambient temperature

8: 62 percent / TBTU, Et₃N, pH 8.5 / CH₂Cl₂ / 2 h / Ambient temperature

9: 20 percent / BuLi / diethyl ether; tetrahydrofuran / -78 °C

10: 100 percent / TFA, thioanisole / 4 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; n-butyllithium; methyl-phenyl-thioether; hydrogen; sodium ethanolate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; copper(II) sulfate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00179-1

Reference yield:

: 89662-45-3
diethyl 2-(acetylamino)-2-(4-pyridinylmethyl)-malonate

: 195877-93-1
4-(2-amino-3-oxo-3-thiazol-2-yl-propyl)-piperidine-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / aq. KOH / ethanol / 1 h / Ambient temperature

2: 67 percent / dimethylformamide / 1.5 h / Heating

3: 100 percent / H₂, aq. HCl / 10 percent Pd/C / ethanol

4: 100 percent / 6 N HCl / 4 h / Heating

5: CuSO₄, pH 9 / dioxane; H₂O / 16 h / Ambient temperature

6: pH 12.5 / 20 h / Ambient temperature

7: 62 percent / TBTU, Et₃N, pH 8.5 / CH₂Cl₂ / 2 h / Ambient temperature

8: 20 percent / BuLi / diethyl ether; tetrahydrofuran / -78 °C

9: 100 percent / TFA, thioanisole / 4 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; n-butyllithium; methyl-phenyl-thioether; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; copper(II) sulfate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00179-1