HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → Benzoyloxyethyl (2R/S)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | Benzoyloxyethyl (2R/S)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate | HCID 131729676 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Benzoyloxyethyl (2R/S)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate | HCID 131729677 | — |
Reaction Steps
Following the general procedure for the preparation of azides of Description 16, benzoyloxyethyl (2R/S)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate (39a) (3.2 g max.) dissolved in 30 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 0.51 g (8.0 mmol) of sodium azide (NaN3). After work-up, the crude title compound (39b) was obtained and used in the next step without further purification. MS (ESI) m/z 555.83 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168617B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-d606b4a8eee04d14a1e9893acecdbcdd |
| Source note | uspto-grants-2012_05 |