HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline → Methyl 4-(1-(2-(tert-butyldimethylsilyloxy)ethyl)-4-(dibutylcarbamoyl)-1H-imidazol-2-yl)-3-((S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline | HCID 10333747 | — |
| Reactant | 2-(1-(2-(tert-Butyldimethylsilyloxy)ethyl)-4-(dibutylcarbamoyl)-1H-imidazol-2-yl)-5-(methoxycarbonyl)benzoic acid | HCID 71062451 | — |
| Product | Methyl 4-(1-(2-(tert-butyldimethylsilyloxy)ethyl)-4-(dibutylcarbamoyl)-1H-imidazol-2-yl)-3-((S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate | HCID 86718935 | 87% |
Reaction Steps
Following a procedure analogous to that for the synthesis of Intermediate 271H, 2-(1-(2-(tert-butyldimethylsilyloxy)ethyl)-4-(dibutylcarbamoyl)-1H-imidazol-2-yl)-5-(methoxycarbonyl)benzoic acid (105 mg, 0.19 mmol) and (S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline (62 mg, 0.22 mmol) were converted to the title compound (133 mg, 87%). MS(ESI+) m/z 820.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346795B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-610fa303a773445798d0936d0ac63742 |
| Source note | uspto-grants-2016_05 |