(S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid

Base Information

Chemical Name:(S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid
CAS No.:916914-49-3
Molecular Formula:C₂₂H₂₅BrN₂O₃
Molecular Weight:445.356
Hs Code.:

Synonyms:(S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid

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Chemical Property of (S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid

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Technology Process of (S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid

There total 8 articles about (S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic 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:

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

: 916914-49-3
(S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: Amberlyst A₂₆ hydroxide resin / tetrahydrofuran; H₂O; methanol / 10 h

2.2: 98 percent / AcOH / H₂O

3.1: BOP; DIPEA / 15 h / 20 °C

4.1: LiOH / tetrahydrofuran; H₂O; methanol

With lithium hydroxide; Amberlyst A₂₆ hydroxide resin; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; water; ethyl acetate;
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

: 916914-49-3
(S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic 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: Amberlyst A₂₆ hydroxide resin / tetrahydrofuran; H₂O; methanol / 10 h

3.2: 98 percent / AcOH / H₂O

4.1: BOP; DIPEA / 15 h / 20 °C

5.1: LiOH / tetrahydrofuran; H₂O; methanol

With lithium hydroxide; Amberlyst A₂₆ hydroxide resin; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; scandium tris(trifluoromethanesulfonate); platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo061758p

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 916914-49-3
(S)-2-{[(2S,5S,6S)-6-(4-Bromo-phenyl)-5-methyl-piperidine-2-carbonyl]-amino}-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: MgSO₄ / CH₂Cl₂ / 20 °C

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

2.2: pyridine / CH₂Cl₂ / -78 - 20 °C

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

4.1: Amberlyst A₂₆ hydroxide resin / tetrahydrofuran; H₂O; methanol / 10 h

4.2: 98 percent / AcOH / H₂O

5.1: BOP; DIPEA / 15 h / 20 °C

6.1: LiOH / tetrahydrofuran; H₂O; methanol

With lithium hydroxide; Amberlyst A₂₆ hydroxide resin; hydrogen; magnesium sulfate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; scandium tris(trifluoromethanesulfonate); platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo061758p