HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240596Generated: October 25, 2026
5-Fluoro-2-nitrophenol → (2S,4S)-1-tert-butyl 2-methyl 4-(5-fluoro-2-nitrophenoxy)pyrrolidine-1,2-dicarboxylate
https://huagongshe.com/reaction/240596
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-Fluoro-2-nitrophenol | HCID 9937 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (2S,4R)-4-Hydroxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester | HCID 2734883 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2S,4S)-1-tert-butyl 2-methyl 4-(5-fluoro-2-nitrophenoxy)pyrrolidine-1,2-dicarboxylate | HCID 58413039 | — |
Reaction Steps
Diethylazodicarboxylate (1.76 ml) was added dropwise to a solution of N-Boc-trans-4-hydroxy-L-proline methyl ester (2.74 g), 5-fluoro-2-nitrophenol (1.47 g) and triphenylphosphine (2.93 g) in dichlormethane under cooling at 0° C. The coolant was removed after 20 min and the reaction mixture was stirred at room temperature over the weekend. The solvent was evaporated and the residue war purified by chromatography to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08648068B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-c3706526ba5e40f2a807010243d86d46 |
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| Source note | uspto-grants-2014_02 |
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