HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069092Generated: October 29, 2026
Dimethyl Sulfoxide → 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/2069092
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Tert-butyl 3-hydroxyazetidine-1-carboxylate | HCID 2756801 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 3-Oxo-azetidine-1-carboxylic acid tert-butyl ester | HCID 1519404 | 61.7% |
Reaction Steps
A DMSO (10 mL) solution of a sulfur trioxide-pyridine complex (2.2 g; Ald) was added to a triethylamine (4 mL) solution of 1-Boc-3-(hydroxy)azetidine (500 mg; CNH) at room temperature and the resulting mixture was stirred 50° C. for 2 and half hours. The resulting mixture was stirred for approx. 10 minutes at room temperature, then the reaction mixture was poured into ice water (40 mL) and extracted with ethyl acetate (40 mL), the organic layer was dried, and the solvent was evaporated under reduced pressure to give the title compound (305 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299055B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-e1847cb7d9f046cb9c34daee2c91279f |
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| Source note | uspto-grants-2012_10 |
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