2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Base Information

Chemical Name:2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]
CAS No.:1417820-60-0
Molecular Formula:C₂₀H₂₅FN₂O₇S
Molecular Weight:456.492
Hs Code.:

Synonyms:2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

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Chemical Property of 2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

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Technology Process of 2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

There total 11 articles about 2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] 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:

: 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

: 124-63-0
methanesulfonyl chloride

: 1417820-60-0
2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield:

: 1395322-86-7
2-(2-fluoro-4-nitrophenyl)-5-oxohexahydrocyclopenta[c]pyrrole

: 1417820-60-0
2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / water; benzene / 3 h / Reflux; Inert atmosphere

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

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

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

4.2: 12 h / -78 - 20 °C

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

With n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; benzene;
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]

: 1417820-60-0
2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

Guidance literature:: Multi-step reaction with 4 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

With n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1111/j.1747-0285.2012.01404.x