(2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

Base Information

Chemical Name:(2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid
CAS No.:464931-30-4
Molecular Formula:C₂₂H₃₄N₂O₄
Molecular Weight:390.523
Hs Code.:

Synonyms:(2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

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Chemical Property of (2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

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Technology Process of (2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

There total 10 articles about (2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)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: 73.0%

: 930117-88-7
methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate

: 464931-30-4
(2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

Guidance literature:: methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate; With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 2 - 5 ℃; for 2.5h; pH=10.2 - 13.7;

With potassium hydrogensulfate; In tetrahydrofuran; methanol; water; at 5 - 15 ℃; pH=6.2;
DOI:10.1021/op200129m

Reference yield:

: 930117-92-3
(Z)-2-N-BOC-amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]-methyl}phenyl)propenoic acid

: 464931-30-4
(2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

Guidance literature:: With hydrogen; [(R,R)-Me-BPE Rh COD]BF₄; In methanol; at 40 ℃; for 17h; under 7500.75 Torr; Product distribution / selectivity;

Reference yield:

: methyl (2R)-2-(acetylamino)-3-[4-(hydroxymethyl)phenyl]propanoate

: 464931-30-4
(2R)-(tert-butoxycarbonylamino)-3-(4-((2R,6S)-2,6-dimethylpiperidine-1-yl)methylphenyl)propionic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3.3 h / 25 °C

2.1: Methanesulfonic anhydride / dichloromethane / 20 °C

3.1: dmap / tetrahydrofuran / 16 h / 40 °C / Inert atmosphere

4.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 2.5 h / 2 - 5 °C / pH 10.2 - 13.7

4.2: 5 - 15 °C / pH 6.2

With dmap; lithium hydroxide monohydrate; water; N-ethyl-N,N-diisopropylamine; Methanesulfonic anhydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/op200129m