N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

Base Information

Chemical Name:N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide
CAS No.:1395322-96-9
Molecular Formula:C₁₉H₂₃FN₄O₄
Molecular Weight:390.414
Hs Code.:

Synonyms:N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

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Chemical Property of N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

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Technology Process of N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

There total 11 articles about N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide 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: 20.0%

: 1395322-94-7
N-(((5S)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

: 1395322-96-9
N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

Guidance literature:: With hydroxylamine hydrochloride; sodium hydrogencarbonate; In ethanol; water; at 20 ℃; for 18h;
DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield:

: 1395322-87-8
2-(2-fluoro-4-nitrophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

: 1395322-96-9
N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

3.2: 12 h / -78 - 20 °C

4.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

5.1: sodium azide / N,N-dimethyl-formamide / 4 h / 80 °C

6.1: pyridine; palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

7.1: toluene-4-sulfonic acid / water; acetone / 6 h / Reflux

8.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol; water / 18 h / 20 °C

With pyridine; n-butyllithium; sodium azide; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield:

: 1395322-90-3
(5R)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one

: 1395322-96-9
N-(((5S)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)-2-oxo-oxazolidin-5-yl)methyl)acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

2: sodium azide / N,N-dimethyl-formamide / 4 h / 80 °C

3: pyridine; palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

4: toluene-4-sulfonic acid / water; acetone / 6 h / Reflux

5: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol; water / 18 h / 20 °C

With pyridine; sodium azide; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1111/j.1747-0285.2012.01404.x