HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → HCID 58562770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | tert-Butyl 3-oxocyclobutylcarbamate | HCID 23374584 | — |
| Reactant | HCID 58562500 | HCID 58562500 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58562770 | HCID 58562770 | — |
Reaction Steps
Into a 8 mL vial, was placed a solution of 4-(2-(tert-butyldimethylsilyl)thiazol-5-yl)piperidin-4-ol (as prepared in the previous step) (80 mg, 0.27 mmol, 1.00 equiv) in dichloromethane (1 mL), tert-butyl 3-oxocyclobutylcarbamate (as prepared in Step B, 128.8 mg, 0.70 mmol, 1.00 equiv) and NaBH(OAc)3 (273 mg, 1.29 mmol, 3.00 equiv). The reaction mixture was stirred for 2 h at room temperature. The reaction was then quenched by the addition of 4 ml, of H2O. The resulting solution was extracted with 3×5 mL of DCM. The combined organic layers washed with 2×5 mL of brine, dried (Na2SO4), and concentrated under vacuum. The title compound was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08518969B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-a900a066a84b40eba743cdfc4f22d2a7 |
| Source note | uspto-grants-2013_08 |