HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 14629888, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Cbz-D-prolinol | HCID 5314177 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14629888 | HCID 14629888 | 90.8% |
Reaction Steps
A solution of D1 (9.70 g, 0.04 mol), imidazole (1.05 eq., 2.95 g) and tert-butyldimethylsilyl chloride (1.1 eq., 6.22 g) in DMF (dry, 50 ml) was stirred overnight at ambient temperature. Solvent was removed under reduced pressure and the residue partitioned between Et2O and water. The aqueous phase was separated and the organic phase washed with dilute HCl (0.5M, 2×100 ml), followed by water (2×100 ml) and the organic phase was then dried (anhydrous MgSO4), filtered and concentrated under reduced pressure to afford an oil (12.70 g). This was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939891B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-f50dd52f6f494823b6494a092f53e6b3 |
| Source note | uspto-grants-2005_09 |