(S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester
CAS No.:370867-62-2
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:277.32
Hs Code.:

Synonyms:(S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

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Chemical Property of (S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

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Technology Process of (S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

There total 7 articles about (S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl 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: 66.0%

: 370867-61-1
N-(5-formylbutanoyl)-(S)-phenylalanine methyl ester

: 370867-62-2
(S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: With phosphate buffer; In tetrahydrofuran; pH=6;
DOI:10.1016/S0040-4039(01)01136-4

Reference yield:

: 4541-15-5
5-(benzyloxy)-1-pentanol

: 370867-62-2
(S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine*SO₃; triethylamine; DMSO / CH₂Cl₂ / 0.33 h / 0 °C

2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 0 °C

3: 3.73 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 3 h / 0 - 20 °C

4: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 3 h / 20 °C / 760 Torr

5: 54 percent / pyridine*SO₃; triethylamine; DMSO / CH₂Cl₂ / 1 h / 0 °C

6: 66 percent / phosphate buffer / tetrahydrofuran / 20.5 h / 0 - 20 °C / pH 6

With sodium chlorite; sodium dihydrogenphosphate; phosphate buffer; 2-methyl-but-2-ene; diethyl cyanophosphonate; hydrogen; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Parikh-Doering oxidation / 5: Parikh-Doering oxidation;
DOI:10.1016/j.tet.2004.12.009

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 370867-62-2
(S)-2-(2-Hydroxy-6-oxo-piperidin-1-yl)-3-phenyl-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 0 °C

2: 3.73 g / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 3 h / 0 - 20 °C

3: 100 percent / H₂ / Pd(OH)2 / ethyl acetate / 3 h / 20 °C / 760 Torr

4: 54 percent / pyridine*SO₃; triethylamine; DMSO / CH₂Cl₂ / 1 h / 0 °C

5: 66 percent / phosphate buffer / tetrahydrofuran / 20.5 h / 0 - 20 °C / pH 6

With sodium chlorite; sodium dihydrogenphosphate; phosphate buffer; 2-methyl-but-2-ene; diethyl cyanophosphonate; hydrogen; sulfur trioxide pyridine complex; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; 4: Parikh-Doering oxidation;
DOI:10.1016/j.tet.2004.12.009