HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → (2-Methylpropanoyloxy)ethyl (2R)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | (2-Methylpropanoyloxy)ethyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate | HCID 86628896 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (2-Methylpropanoyloxy)ethyl (2R)-4-[(3-azidopropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate | HCID 86628897 | — |
Reaction Steps
Following the general procedure for the preparation of azides of Description 16, (2-methylpropanoyloxy)ethyl (2R)-4-[(3-chloropropyl)sulfonyloxy]-3,3-dimethyl-2-(phenylmethoxy)butanoate (29a) (11 g, 22 mmol) dissolved in 120 mL of anhydrous dimethyl sulfoxide (DMSO) was reacted with 3.9 g (60 mmol) of sodium azide (NaN3). After work-up, the crude material (29b) was used in the next step without further purification. MS (ESI) m/z 522.08 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168617B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-07af5598dfc049018333a8bda507dc1a |
| Source note | uspto-grants-2012_05 |