HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate → Methyl 1-{4-[2-(t-butoxycarbonyl)phenyl]phenyl}methyl-4-(1-hydroxy-1-methylethyl)-2-methoxymethylimidazole-5-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl 4'-(bromomethyl)biphenyl-2-carboxylate | HCID 9906257 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl 4-(1-hydroxy-1-methylethyl)-2-methoxymethylimidazole-5-carboxylate | HCID 178494672 | — |
| Product | Methyl 1-{4-[2-(t-butoxycarbonyl)phenyl]phenyl}methyl-4-(1-hydroxy-1-methylethyl)-2-methoxymethylimidazole-5-carboxylate | HCID 19036170 | 93.9% |
Reaction Steps
Following a procedure similar to that described in Example 82(a), but using 230 mg of methyl 4-(1-hydroxy-1-methylethyl)-2-methoxymethylimidazole-5-carboxylate [prepared as described in Preparation 42(v)], 119 mg of potassium t-butoxide and 420 mg of 4-[2-(t-butoxycarbonyl)phenyl]benzyl bromide and then purifying the product by column chromatography through silica gel using a 1:2 by volume mixture of hexane and ethyl acetate as the eluent, 468 mg of the title compound were obtained as a syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616599 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-7f16cd4f59bc4767a55ae3b5c60eb4cb |
| Source note | uspto-grants-1997_04 |