Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | HCID 54204585 | HCID 54204585 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 54464663 | HCID 54464663 | — |
Reaction Steps
There was dissolved 1 g of (3R,4R)-1-tert-butyldimethylsilyl-3-[(R)-1-tert-butyldimethylsilyloxyethyl]-4-trimethylsilyloxyazetidin-2-one into 10 ml of methylene chloride, thereto 0.85 g of dimethylaminopyridine and 0.71 g of acetic anhydride were added and the mixture was reacted for one day at 0° C. After the reaction mixture was diluted with hexane and washed successively with 5% aqueous solution of NaHCO3, an aqueous solution of hydrochloric acid of pH 4 and saturated solution of salt, the resultant was dried with magnesium sulfate and the solvent was distilled away to give 0.85 of a liquid crude product. The obtained liquid was purified by a silica-gel column chromatography (hexane:ether=30:1) to give 0.40 g of (3R,4R)-4-acetoxy-1-tert-butyldimethylsilyl)-3-[(R)-1-tert-butyldimethylsilyloxyethyl)azetidin-2-one as a colorless liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04861877 |
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| Source dataset | uspto-grants-1989_08 |
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| ORD ID | ord-548674b16fab474ca202fdf6c51ce6b6 |
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| Source note | uspto-grants-1989_08 |
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