HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Azide → HCID 57827627, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 57827116 | HCID 57827116 | — |
| Catalyst | Cupric acetate | HCID 8895 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 57827627 | HCID 57827627 | 14% |
Reaction Steps
Sodium azide (53 mg) and copper (II) acetate (19.9 mg) were added to a solution of (±)-N,N-bis(t-butoxycarbonyl){(4aR*,7aS*)-7a-[3-chloro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4,4a,5,6,7,7a-hexahydrocyclopenta[d][1,3]thiazin-2-yl}amine (1.16 g) in methanol (20 mL). The mixture was stirred at room temperature for six days. Brine was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (58.0 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946211B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-c81d620b38394ad9a99b373e533c719c |
| Source note | uspto-grants-2015_02 |