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

Base Information

Chemical Name:methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate
CAS No.:930117-88-7
Molecular Formula:C₂₅H₃₈N₂O₅
Molecular Weight:446.587
Hs Code.:

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

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Chemical Property of methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate

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Technology Process of methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate

There total 8 articles about methyl 2(R)-acetyl-(tert-butoxycarbonyl)amino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate 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: 99.0%

: 930117-87-6
methyl (2R)-2-acetylamino-3-(4-{[(2R,6S)-2,6-dimethylpiperidin-1-yl]methyl}phenyl)propanoate

: 24424-99-5
di-tert-butyl dicarbonate

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

Guidance literature:: With dmap; In tetrahydrofuran; at 40 ℃; for 16h; Inert atmosphere;
DOI:10.1021/op200129m

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 steps

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

2: Methanesulfonic anhydride / dichloromethane / 20 °C

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

With dmap; N-ethyl-N,N-diisopropylamine; Methanesulfonic anhydride; In tetrahydrofuran; dichloromethane;
DOI:10.1021/op200129m

Reference yield:

: 930117-83-2
4-[(Z)-(2-methyl-5-oxo-1,3-oxazol-4(5H)-ylidene)methyl]benzyl acetate

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

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium carbonate / 1.75 h

1.2: Dowex 50WX-8-200 ion-exchange resin / pH 6 - 7

2.1: (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen / methanol / 5325.53 Torr

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

4.1: Methanesulfonic anhydride / dichloromethane / 20 °C

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

With dmap; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; Methanesulfonic anhydride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/op200129m