((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester
CAS No.:182159-75-7
Molecular Formula:C₂₆H₃₅N₅O₄
Molecular Weight:481.595
Hs Code.:

Synonyms:((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

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Chemical Property of ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

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Technology Process of ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

There total 16 articles about ((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic 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: 98.0%

: 182159-74-6
((R)-2-{(S)-2-[(6-Carbamoyl-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

: 182159-75-7
((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; In dichloromethane; at 0 - 5 ℃;
DOI:10.1055/s-2004-831200

Reference yield:

: 67515-95-1
5-chlorocarbonyl-pyridine-2-carboxylic acid ethyl ester

: 182159-75-7
((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: NH₃ / tetrahydrofuran / -10 °C

2: (CF₃CO)2); i-Pr₂NEt / CH₂Cl₂ / 20 °C

3: NH₃ / ethanol / -10 °C

4: 93 percent / aq. HCl; H₂ / Pd/C / propan-1-ol / 6 h / 1500.12 Torr

5: 5 - 20 °C

6: 85 percent / NaBH₄ / aq. ethanol / Heating

7: 74 percent / NaIO₄; AcOH / acetic acid; methanol / 5 °C

8: 95 percent / HCl / ethanol / 0 - 20 °C

9: 75 percent / i-Pr₂NEt; propane phosphonic acid anhydride / CH₂Cl₂; ethyl acetate / 0 - 5 °C

10: 98 percent / (CF₃CO)2O; i-Pr₂NEt / CH₂Cl₂ / 0 - 5 °C

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; 1,1,1,4,4,4-hexafluoro-2,3-butanedione; propylphosphonic anhydride; ammonia; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; ethanol; dichloromethane; acetic acid; ethyl acetate;
DOI:10.1055/s-2004-831200

Reference yield:

: 5-carbamoyl-pyridine-2-carboxylic acid ethyl ester

: 182159-75-7
((R)-2-{(S)-2-[(6-Cyano-pyridin-3-ylmethyl)-carbamoyl]-2,5-dihydro-pyrrol-1-yl}-1-cyclohexylmethyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: (CF₃CO)2); i-Pr₂NEt / CH₂Cl₂ / 20 °C

2: NH₃ / ethanol / -10 °C

3: 93 percent / aq. HCl; H₂ / Pd/C / propan-1-ol / 6 h / 1500.12 Torr

4: 5 - 20 °C

5: 85 percent / NaBH₄ / aq. ethanol / Heating

6: 74 percent / NaIO₄; AcOH / acetic acid; methanol / 5 °C

7: 95 percent / HCl / ethanol / 0 - 20 °C

8: 75 percent / i-Pr₂NEt; propane phosphonic acid anhydride / CH₂Cl₂; ethyl acetate / 0 - 5 °C

9: 98 percent / (CF₃CO)2O; i-Pr₂NEt / CH₂Cl₂ / 0 - 5 °C

With hydrogenchloride; sodium tetrahydroborate; sodium periodate; 1,1,1,4,4,4-hexafluoro-2,3-butanedione; propylphosphonic anhydride; ammonia; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; propan-1-ol; ethanol; dichloromethane; acetic acid; ethyl acetate;
DOI:10.1055/s-2004-831200