(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

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Chemical Name:(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone
CAS No.:344459-52-5
Molecular Formula:C₁₇H₁₆FN₃O₃
Molecular Weight:329.331
Hs Code.:

Synonyms:(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

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Chemical Property of (5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

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Technology Process of (5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

There total 8 articles about (5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone 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: 92.0%

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

: 344460-43-1
[4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester

: 344459-52-5
(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

Guidance literature:: [4-(5,7-dihydro-pyrrolo[3,4-b]pyridin-6-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

(R)-glycidyl butyrate; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1016/j.bmcl.2006.06.023

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 344459-52-5
(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / DIPEA / dimethylformamide / 60 °C

2.1: HCOONH₄ / Pd/C / tetrahydrofuran; methanol

3.1: aq. NaHCO₃ / acetone

4.1: nBuLi / tetrahydrofuran / -78 °C

4.2: 92 percent / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; ammonium formate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2006.06.023

Reference yield:

: 344460-40-8
6,7-Dihydro-6-(2-fluoro-4-nitrophenyl)-5H-pyrrolo[3,4-b]pyridine

: 344459-52-5
(5R)-3-[4-(5,7-Dihydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-3-fluorophenyl]-5-(hydroxymethyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: HCOONH₄ / Pd/C / tetrahydrofuran; methanol

2.1: aq. NaHCO₃ / acetone

3.1: nBuLi / tetrahydrofuran / -78 °C

3.2: 92 percent / tetrahydrofuran / -78 - 20 °C

With n-butyllithium; ammonium formate; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; acetone;
DOI:10.1016/j.bmcl.2006.06.023