HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Lutidine → 1-Benzyloxymethyl-5-[(3-benzyloxy-4-nitrophenyl)-(tert-butyldimethylsilanyloxy)-methyl]-1h-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Lutidine | HCID 7937 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | HCID 68839814 | HCID 68839814 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-Benzyloxymethyl-5-[(3-benzyloxy-4-nitrophenyl)-(tert-butyldimethylsilanyloxy)-methyl]-1h-pyrazole | HCID 68837775 | — |
Reaction Steps
A mixture of (2-benzyloxymethyl-2H-pyrazol-3-yl)-(3-benzyloxy-4-nitrophenyl)-methanol (392 mg, 0.881 mmol), TBSOTf (0.25 mL, 1.09 mmol) and 2,6-lutidine (0.153 mL, 1.32 mmol) in CH2Cl2 is stirred at RT for 2 h. The mixture is partitioned between CH2Cl2 and aqueous NaHCO3. The organic phase is dried over MgSO4 and concentrated. The residue is purified by flash chromatography to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-4ef4566faecf4aaeb0e4634ae51ad5ce |
| Source note | uspto-grants-2011_12 |