benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

Base Information

Chemical Name:benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate
CAS No.:1188424-54-5
Molecular Formula:C₂₇H₂₇FN₄O₅
Molecular Weight:506.534
Hs Code.:

Synonyms:benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

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Chemical Property of benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

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Technology Process of benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

There total 7 articles about benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate 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: 81.0%

: 1188429-06-2
ethyl 10-(((benzyloxy)carbonyl)amino)-3-hydroxy-4-oxo-4,6,7,8,9,10-hexahydro-7,10-ethanopyrimido[1,2-a] azepine-2-carboxylate

: 140-75-0
para-fluorobenzylamine

: 1188424-54-5
benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

Guidance literature:: With triethylamine; In ethanol; at 90 ℃; for 16h;

Reference yield:

: 1489-97-0
ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate

: 1188424-54-5
benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

Guidance literature:: Multi-step reaction with 9 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 22.5 h / 0 - 20 °C / Inert atmosphere

2.1: pyridine; thionyl chloride / chloroform / 1.5 h / Reflux

3.1: hydrogenchloride / water; tetrahydrofuran / 24 h / 20 °C

4.1: ammonium hydroxide / water; tetrahydrofuran / 72 h / 20 °C

4.2: 16 h / 0 - 20 °C

5.1: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

6.1: water / 24 h / 20 °C

7.1: 125 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C

9.1: ethanol / 18 h / 90 °C

With pyridine; hydrogenchloride; ammonium hydroxide; lithium aluminium tetrahydride; thionyl chloride; hydroxylamine; potassium carbonate; In tetrahydrofuran; diethyl ether; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2020.115541

Reference yield:

: 1072-95-3
cyclohexylmethyl chloride

: 1188424-54-5
benzyl (2-((4-fluorobenzyl)carbamoyl)-3-hydroxy-4-oxo-6,7,8,9-tetrahydro-7,10-ethanopyrimido[1,2-a]azepin-10(4H)-yl)carbamate

Guidance literature:: Multi-step reaction with 6 steps

1.1: ammonium hydroxide / water; tetrahydrofuran / 72 h / 20 °C

1.2: 16 h / 0 - 20 °C

2.1: hydroxylamine / water; tetrahydrofuran / 5 h / Reflux

3.1: water / 24 h / 20 °C

4.1: 125 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 90 °C

6.1: ethanol / 18 h / 90 °C

With ammonium hydroxide; hydroxylamine; potassium carbonate; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2020.115541