(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

Base Information

Chemical Name:(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide
CAS No.:1616339-76-4
Molecular Formula:C₂₂H₂₂FN₃O₅
Molecular Weight:427.432
Hs Code.:

(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

Synonyms:(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

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Chemical Property of (2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

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Technology Process of (2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

There total 4 articles about (2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-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:

: 124555-33-5,1259436-59-3,1523541-74-3,1284248-73-2,1523530-42-8
(1S,3R)-3-aminocyclopentan-1-ol hydrochloride

: 1616340-72-7
(R)-methyl 1-(2,2-dihydroxyethyl)-5-((1-(4-fluorophenyl)ethyl)carbamoyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate

: 1616339-76-4
(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

: 1616339-77-5
(2R,5S,13aR)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

Guidance literature:: (1S,3R)-3-aminocyclopentan-1-ol hydrochloride; (R)-methyl 1-(2,2-dihydroxyethyl)-5-((1-(4-fluorophenyl)ethyl)carbamoyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate; With potassium carbonate; In acetonitrile; at 90 ℃; for 0.333333h; Sealed tube;

With magnesium bromide; In acetonitrile; at 50 ℃; for 0.166667h; Sealed tube;

In ethanol; Resolution of racemate;

Reference yield:

: 1616340-71-6
(R)-methyl 1-(2,2-dimethoxyethyl)-5-(1-(4-fluorophenyl)ethylcarbamoyl)-3-methoxy-4-oxo-1,4-dihydropyridine-2-carboxylate

: 1616339-76-4
(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

: 1616339-77-5
(2R,5S,13aR)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanesulfonic acid; acetic acid / acetonitrile / 7 h / 75 °C / Sealed tube

2.1: potassium carbonate / acetonitrile / 0.33 h / 90 °C / Sealed tube

2.2: 0.17 h / 50 °C / Sealed tube

2.3: Chiralpak AD-H / Resolution of racemate

With methanesulfonic acid; potassium carbonate; acetic acid; In acetonitrile;

Reference yield:

: 374898-01-8
(R)-1-(4-fluorophenyl)ethylamine

: 1616339-76-4
(2S,5R,13aS)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

: 1616339-77-5
(2R,5S,13aR)-N-((R)-1-(4-fluorophenyl)ethyl)-8-hydroxy-7,9-dioxo-2,3,4,5,7,9,13,13a-octahydro-2,5-methanopyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazepine-10-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / acetonitrile / 2 h

2.1: methanesulfonic acid; acetic acid / acetonitrile / 7 h / 75 °C / Sealed tube

3.1: potassium carbonate / acetonitrile / 0.33 h / 90 °C / Sealed tube

3.2: 0.17 h / 50 °C / Sealed tube

3.3: Chiralpak AD-H / Resolution of racemate

With methanesulfonic acid; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; In acetonitrile;