(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

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Chemical Name:(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
CAS No.:1395322-90-3
Molecular Formula:C₁₉H₂₃FN₂O₅
Molecular Weight:378.4
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 10 articles about (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 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: 97.0%

: 1395322-89-0
2-[4-[[(benzyloxy)carbonyl]amino]-2-fluorophenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

: 60456-26-0
(R)-glycidyl butyrate

: 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

Guidance literature:: 2-[4-[[(benzyloxy)carbonyl]amino]-2-fluorophenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-glycidyl butyrate; In tetrahydrofuran; at -78 - 20 ℃; for 12.5h;

With water; ammonium chloride; In tetrahydrofuran;

Reference yield:

: C₂₂H₂₃FN₂O₄

: 60456-26-0
(R)-glycidyl butyrate

: 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

Guidance literature:: C₂₂H₂₃FN₂O₄; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-glycidyl butyrate; In tetrahydrofuran; at -78 - 20 ℃; for 12h;
DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With n-butyllithium; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; water; ethyl acetate; benzene;
DOI:10.1111/j.1747-0285.2012.01404.x