HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(t-butyl-dimethyl-silanyloxymethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,5-Bis-benzyloxy-2-isopropyl-4-azido-benzene | HCID 71534202 | — |
| Reactant | [4-(Tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propynoic acid methyl ester | HCID 131735183 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2,4-bis-benzyloxy-5-isopropyl-phenyl)-5-[4-(t-butyl-dimethyl-silanyloxymethyl)-phenyl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester | HCID 131735182 | 68% |
Reaction Steps
A DMF solution (2.5 ml) containing 1,5-bis-benzyloxy-2-isopropyl-4-azido-benzene (373 mg, 1 mmol) and [4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-propynoic acid methyl ester (277 mg, 0.91 mmol) was degassed at RT by means of three vacuum-nitrogen cycles. [Cp*RuCl]4 (49 mg, 0.045 mmol) was then added and other three cycles were done. The reaction was stirred at RT until completion (monitored by TLC). AcOEt and water were then added. After standard work-up, the crude reaction mixture was purified by column chromatography (PE/AcOEt:60/40) to get the desired adduct as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302998B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-ab6481b38d39423f800c56a8da45d841 |
| Source note | uspto-grants-2016_04 |