((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester
CAS No.:1262858-85-4
Molecular Formula:C₂₂H₂₄BrFN₄O₄
Molecular Weight:507.359
Hs Code.:

Synonyms:((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

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Chemical Property of ((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

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Technology Process of ((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

There total 13 articles about ((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-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:

: 30766-11-1
5-bromoisonicotinic acid

: 1262858-84-3
(R)-[5-(3-amino-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

: 1262858-85-4
((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 ℃; for 18h;

Reference yield:

: 30766-11-1
5-bromoisonicotinic acid

EDC_.HCl: EDC_.HCl

: 1262858-84-3
(R)-[5-(3-amino-phenyl)-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl]-carbamic acid tert-butyl ester

: 1262858-85-4
((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: With HOAt; triethylamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

Reference yield:

: 1262858-75-2
2-(3-bromo-phenyl)-2-nitro-propane-1,3-diol

: 1262858-85-4
((R)-5-{3-[(5-bromo-pyridine-2-carbonyl)-amino]-phenyl}-5-fluoromethyl-5,6-dihydro-2H-[1,4]oxazin-3-yl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: hydrogen / Raney-Ni / ethanol

2: sodium carbonate / tetrahydrofuran; water / 1.17 h / 0 °C

3: potassium tert-butylate / tert-butyl alcohol / 1 h / Reflux

4: diethylamino-sulfur trifluoride / dichloromethane / 0 °C

5: Lawessons reagent / tetrahydrofuran / 1 h / 50 °C

6: tert.-butylhydroperoxide; ammonium hydroxide; ammonia / methanol; water / 2 h

7: N-ethyl-N,N-diisopropylamine / dichloromethane / 14 h

8: sodium azide; sodium L-ascorbate / copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane / ethanol; water / 1 h / 90 °C / Inert atmosphere

9: hydrogen / Lindlar catalyst / ethyl acetate / 3 h

10: chiralpak AD-H / ethanol; n-heptane / Resolution of racemate

11: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 18 h / 0 °C

With Lawessons reagent; tert.-butylhydroperoxide; ammonium hydroxide; sodium azide; 1-hydroxy-7-aza-benzotriazole; diethylamino-sulfur trifluoride; potassium tert-butylate; ammonia; hydrogen; sodium carbonate; sodium L-ascorbate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) iodide; cis-N,N'-dimethyl-1,2-diaminocyclohexane; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; water; ethyl acetate; tert-butyl alcohol;