HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline → (S)-tert-Butyl 3-(3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-iodobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline | HCID 10333747 | — |
| Reactant | HCID 71061145 | HCID 71061145 | — |
| Product | (S)-tert-Butyl 3-(3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)-4-iodobenzoate | HCID 71062376 | 54% |
Reaction Steps
Following a procedure analogous to that for the synthesis of Intermediate 223A, 5-(tert-butoxycarbonyl)-2-iodobenzoic acid (1.67 g, 4.81 mmol) and (S)-3-((tert-butyldimethylsilyloxy)methyl)-1,2,3,4-tetrahydroisoquinoline (1.6 g, 5.8 mmol) were converted to the title compound (1.57 g, 54%). MS(ESI+) m/z 608.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346795B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-10346d209649418891d96182cd046462 |
| Source note | uspto-grants-2016_05 |