(S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide

Base Information

• Chemical Name: (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide
• CAS No.: 1352152-84-1
• Molecular Formula: C₂₃H₂₈N₄O₂
• Molecular Weight: 392.501
• Mol file: 1352152-84-1.mol

Synonyms:(S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide

Chemical Property of (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide

There total 6 articles about (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide 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) → (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide (1352152-84-1)

Guidance literature:

Multi-step reaction with 6 steps

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

1.2: 16 h / 0 - 28 °C

2.1: trifluoroacetic acid / dichloromethane / 50 h

3.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 72 h / 17 - 28 °C

4.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 90 °C / Inert atmosphere

5.1: Burgess Reagent / dichloromethane / 17 - 28 °C

6.1: formic acid / 0.33 h / 50 °C

With N-ethylmorpholine;; formic acid; Burgess Reagent; potassium acetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

(S)-tert-butyl 1-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethylcarbamoyl)cycloheptylcarbamate (1352152-87-4) → (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide (1352152-84-1)

Guidance literature:

With formic acid; at 50 ℃; for 0.333333h;

Reference yield:

(S)-2-amino-3-(4-iodophenyl)propionamamide (97964-72-2) → (S)-1-amino-N-(1-cyano-2-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)cycloheptanecarboxamide (1352152-84-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 72 h / 17 - 28 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / acetonitrile; water / 3 h / 90 °C / Inert atmosphere

3: Burgess Reagent / dichloromethane / 17 - 28 °C

4: formic acid / 0.33 h / 50 °C

With formic acid; Burgess Reagent; potassium acetate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

N-Boc-4-I-Phe-OH

(S)-2-amino-3-(4-iodophenyl)propionamamide

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

(S)-tert-butyl 1-(1-amino-3-(4-iodophenyl)-1-oxopropan-2-ylcarbamoyl)cycloheptylcarbamate

Refernces