(2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

Base Information

Chemical Name:(2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid
CAS No.:916914-60-8
Molecular Formula:C₁₈H₂₄N₂O₂
Molecular Weight:300.401
Hs Code.:

Synonyms:(2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

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Chemical Property of (2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

Chemical Property:

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Technology Process of (2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

There total 8 articles about (2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic 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:

: 916914-95-9
methyl (2S,5S,6S)-6-(4-bromophenyl)-5-methylpiperidine-2-carboxylate

: 916914-60-8
(2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: CuI; PPh₃; Et₃N / Pd(PPh₃)4 / dimethylformamide / 15 h / 90 °C

2.1: Amberlyst A₂₆ hydroxide resin / tetrahydrofuran; H₂O; methanol

2.2: AcOH / H₂O

With copper(l) iodide; Amberlyst A₂₆ hydroxide resin; triethylamine; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; 1.1: Sonogashira reaction;
DOI:10.1021/jo061758p

Reference yield:

: 916914-40-4
methyl (2S,5S,6S)-6-(4-bromophenyl)-1-(2,2,2-trifluoroacetyl)-1,2,5,6-tetrahydro-5-methylpyridine-2-carboxylate

: 916914-60-8
(2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂ / PtO₂ / ethyl acetate / 20 °C

2.1: 675 mg / NaBH₄ / methanol / 0.67 h / 0 °C

3.1: CuI; PPh₃; Et₃N / Pd(PPh₃)4 / dimethylformamide / 15 h / 90 °C

4.1: Amberlyst A₂₆ hydroxide resin / tetrahydrofuran; H₂O; methanol

4.2: AcOH / H₂O

With sodium tetrahydroborate; copper(l) iodide; Amberlyst A₂₆ hydroxide resin; hydrogen; triethylamine; triphenylphosphine; platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide; 3.1: Sonogashira reaction;
DOI:10.1021/jo061758p

Reference yield:

: (E)-(2R,3S)-2-{[1-(4-Bromo-phenyl)-meth-(E)-ylidene]-amino}-3-(dimethyl-phenyl-silanyl)-hex-4-enoic acid methyl ester

: 916914-60-8
(2S,5S,6S)-6-(4-(3-(dimethylamino)prop-1-ynyl)phenyl)-5-methylpiperidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: Sc(OTf)3; trifluoroacetic anhydride / CH₂Cl₂ / 20 °C

1.2: pyridine / CH₂Cl₂ / -78 - 20 °C

2.1: H₂ / PtO₂ / ethyl acetate / 20 °C

3.1: 675 mg / NaBH₄ / methanol / 0.67 h / 0 °C

4.1: CuI; PPh₃; Et₃N / Pd(PPh₃)4 / dimethylformamide / 15 h / 90 °C

5.1: Amberlyst A₂₆ hydroxide resin / tetrahydrofuran; H₂O; methanol

5.2: AcOH / H₂O

With sodium tetrahydroborate; copper(l) iodide; Amberlyst A₂₆ hydroxide resin; hydrogen; triethylamine; triphenylphosphine; trifluoroacetic anhydride; scandium tris(trifluoromethanesulfonate); platinum(IV) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 4.1: Sonogashira reaction;
DOI:10.1021/jo061758p