HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650277Generated: November 1, 2026
Ammonium Chloride → (2S,4S)-1-allyloxycarbonyl-4-azido-2-hydroxymethylpyrrolidine
https://huagongshe.com/reaction/1650277
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (2S,4R)-1-allyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-methanol | HCID 18639172 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | (2S,4S)-1-allyloxycarbonyl-4-azido-2-hydroxymethylpyrrolidine | HCID 57320993 | — |
Reaction Steps
To a solution of (2S,4R)-1-allyloxycarbonyl-2-hydroxymethyl-4-methanesulfonyloxypyrrolidine (20.0 g) in N,N-dimethylformamide (200 ml) were added ammonium chloride (5.74 g) and sodium azide (6.98 g). The resulting mixture was heated at 75° C for 8 hours. After cooling, the mixture was diluted with ethyl acetate (1 l) and aqueous sodium hydrogen carbonate (1 l). The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated in vacuo to give (2S,4S)-1-allyloxycarbonyl-4-azido-2-hydroxymethylpyrrolidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04923857 |
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| Source dataset | uspto-grants-1990_05 |
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| ORD ID | ord-6893a28236a8426fa0b27dcdd21a0f3a |
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| Source note | uspto-grants-1990_05 |
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