3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:928338-61-8
Molecular Formula:C₂₉H₄₀N₂O₅
Molecular Weight:496.647
Hs Code.:

3-[<i>tert</i>-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid <i>tert</i>-butyl ester

Synonyms:3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

There total 9 articles about 3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl 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: 87.0%

: 928338-74-3
3-tert-butoxycarbonylamino-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

: 7035-02-1
o-Methoxybenzyl chloride

: 928338-61-8
3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 18h;
DOI:10.1055/s-2006-956453

Reference yield:

: 1027234-53-2
N-[1-(amino-phenyl-methyl)-allyl]-4-methyl-benzenesulfonamide

: 928338-61-8
3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: CH₂Cl₂ / 12 h / 20 °C

2: H₂ / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr

3: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C

4: 100 percent / H₂ / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr

5: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C

6: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C

7: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C

With dmap; naphthalene; hydrogen; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; acetylacetonatodicarbonylrhodium(l); palladium on activated charcoal; (1S)-10-camphorsulfonic acid; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-956453

Reference yield:

: 136693-03-3
(+)-1,1-dimethylethyl (N-((1S,2S)-2-hydroxy-1-phenyl-3-butenyl)amino)methanoate

: 928338-61-8
3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 97 percent / pyridine / 10 h / 20 °C

2: TFA / CH₂Cl₂ / 1 h / 20 °C

3: tetrahydrofuran / 2.5 h / 20 °C

4: 89 percent / dppp; 1,8-diazabicyclo[5.4.0]undec-7-ene / Pd₂(dba)3 / dimethylsulfoxide / 4 h / 50 °C

5: ethylenediamine / 6 h / 160 °C

6: CH₂Cl₂ / 12 h / 20 °C

7: H₂ / Rh(acac)(CO)2; biphephos / tetrahydrofuran / 8 h / 65 °C / 3800 Torr

8: 10-camphorsulfonic acid / tetrahydrofuran / 9 h / 20 °C

9: 100 percent / H₂ / palladium on carbon / ethanol / 12 h / 20 °C / 760 Torr

10: 4-(N,N-dimethylamino)pyridine / tetrahydrofuran / 6 h / 20 °C

11: 96 percent / sodium; naphthalene / tetrahydrofuran / 1 h / -78 °C

12: 87 percent / sodium hydride; tetrabutylammonium iodide / tetrahydrofuran; dimethylformamide / 18 h / 0 °C

With dmap; naphthalene; 1,3-bis-(diphenylphosphino)propane; hydrogen; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; ethylenediamine; trifluoroacetic acid; acetylacetonatodicarbonylrhodium(l); palladium on activated charcoal; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; (1S)-10-camphorsulfonic acid; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); In tetrahydrofuran; pyridine; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-956453