HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090504Generated: October 31, 2026
Triethylamine → (2S,4R)-N-allyloxycarbonyl-4-methanesulfonyloxyproline methyl ester
https://huagongshe.com/reaction/1090504
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2S,4R)-1-allyloxycarbonyl-2-methoxycarbonyl-4-hydroxypyrrolidine | HCID 10633157 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2S,4R)-N-allyloxycarbonyl-4-methanesulfonyloxyproline methyl ester | HCID 10733517 | — |
Reaction Steps
To a solution of (2S,4R)-1-allyloxycarbonyl-2-methoxycarbonyl-4-hydroxypyrrolidine (210.2 g) and triethylamine (150.2 ml) in dichloromethane (2 l) was added dropwise methanesulfonyl chloride (70.7 ml) at 0° C. After stirring for 1 hour at 0° C., the reaction mixture was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give (2S,4R)-1-allyloxycarbonyl-2-methoxycarbonyl-4-methanesulfonyloxypyrrolidine (281.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05081237 |
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| Source dataset | uspto-grants-1992_01 |
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| ORD ID | ord-dee208467d614706abef595ec7bb9d38 |
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| Source note | uspto-grants-1992_01 |
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