[¹⁴C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide

Base Information

• Chemical Name: [¹⁴C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide
• CAS No.: 1254318-44-9
• Molecular Formula: C₂₂H₂₂N₄O₂
• Molecular Weight: 374.442

Synonyms:[¹⁴C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide

Chemical Property of [¹⁴C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of [¹⁴C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide

There total 6 articles about [¹⁴C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide 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:

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → [14C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide (1254318-44-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: N-ethylmorpholine;; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 0 - 20 °C

2.1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

2.2: 18 h / 75 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

5.1: Burgess Reagent / dichloromethane / 6 h / 20 °C

6.1: formic acid / 0.17 h / 50 °C

With N-ethylmorpholine;; formic acid; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); Burgess Reagent; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm401705g

Reference yield:

(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate (1254318-99-4) → [14C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide (1254318-44-9)

Guidance literature:

(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate; With formic acid; at 50 ℃; for 0.166667h;

With sodium hydrogencarbonate; Product distribution / selectivity;

Reference yield:

[(1S)-1-carbamoyl-2-(4-iodophenyl)ethyl]carbamic acid tert-butyl ester (868694-44-4) → [14C]4-amino-N-[(1S)-1-cyano-2-(4’-cyanobi-phenyl-4-yl)ethyl]tetrahydro-2H-pyran-4-carboxamide (1254318-44-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / 1,4-dioxane / 0.25 h / 20 °C / Inert atmosphere

1.2: 18 h / 75 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C

4.1: Burgess Reagent / dichloromethane / 6 h / 20 °C

5.1: formic acid / 0.17 h / 50 °C

With formic acid; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); Burgess Reagent; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm401705g

upstream raw materials:

(S)-tert-butyl-4-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

[(1S)-1-carbamoyl-2-(4-iodophenyl)ethyl]carbamic acid tert-butyl ester

(S)-2-amino-3-(4'-cyanobiphenyl-4-yl)propanamide

(S)-tert-butyl-4-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-yl carbamoyl)tetrahydro-2H-pyran-4-yl carboxamate

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