HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529559Generated: November 3, 2026
Sodium Carbonate → 4-Oxo-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester
https://huagongshe.com/reaction/1529559
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 4-Hydroxy-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester | HCID 66609323 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Oxo-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester | HCID 66608533 | 103.3% |
Reaction Steps
Dess-Martin periodinane (0.53 g, 1.25 mmol) was added to a stirred solution of 4-hydroxy-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (0.36 g, 1.0 mmol) in DCM (4 mL). The mixture was stirred at 80° C. for 5 minutes under microwave irradiation and a saturated solution of Na2CO3 was added. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo to yield 4-oxo-3-[(phenoxyacetyl)amino]-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (0.36 g, 100% yield, 28% pure) that was used in the next step without further purification. C18H24N2O5 LCMS: Rt 2.55, m/z 249 [M+H-BOC]+ (using method, LC-MS Method 3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09090632B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-4011918024e24e218bb52d62bc184182 |
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| Source note | uspto-grants-2015_07 |
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