HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1088250Generated: November 3, 2026
Triethylamine → trans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline p-methoxybenzyl ester
https://huagongshe.com/reaction/1088250
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Methyloxybenzyl chloride | HCID 69993 | — |
| Reactant | trans-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)-L-proline | HCID 10566895 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | trans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline p-methoxybenzyl ester | HCID 13504318 | — |
Reaction Steps
Trans-1-(p-Nitrobenzyloxycarbonyl)-4-hydroxy-L-proline (15.0 g) and triethylamine (13.5 ml) were dissolved in 150 ml of dry dimethylformamide, and 12.66 ml of p-methoxybenzyl chloride was dropwise added thereto under nitrogen stream, followed by stirring at 70° C. for 10 hours. The reaction mixture was diluted with 500 ml of ethyl acetate, washed with water, dried over anhydrous sodium sulfate and distilled to remove the solvent. Recrystallization of the residue from diethyl ether gave trans-1-(p-nitrobenzyloxycarbonyl)-4-hydroxy-L-proline p-methoxybenzyl ester. M.P., 83°-85° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04962103 |
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| Source dataset | uspto-grants-1990_10 |
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| ORD ID | ord-e406930c75c6477e9cbbd663250c77d7 |
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| Source note | uspto-grants-1990_10 |
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