HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-(2-amino-2-methylpropyl)benzoate → (R)-Methyl 3-[2-[[2-[4-(benzyloxy)-3-[[(tert-butyldimethylsilyl)oxy]methyl]phenyl]-2-[(tert-butyldimethylsilyl)oxy]ethyl]amino]-2-methylpropyl]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-(2-amino-2-methylpropyl)benzoate | HCID 57516949 | — |
| Reactant | (R)-[1-[4-(Benzyloxy)-3-[[(tert-butyldimethylsilyl)oxy]methyl]phenyl]-2-bromoethoxy](tert-butyl)dimethylsilane | HCID 58505282 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (R)-Methyl 3-[2-[[2-[4-(benzyloxy)-3-[[(tert-butyldimethylsilyl)oxy]methyl]phenyl]-2-[(tert-butyldimethylsilyl)oxy]ethyl]amino]-2-methylpropyl]benzoate | HCID 86659065 | 37% |
Reaction Steps
Intermediate 6 (1.6 g, 2.89 mmol) and Intermediate 19 (900 mg, 4.3 mmol) were heated neat at 95° C. for 3 days. The reaction mixture was cooled then chromatography (3:1 Hexanes/EtOAc, 0.1% Et3N) afforded the title compound (730 mg, 37%). ES/MS calcd. for C40H62NO5Si2+ 692.4. found m/z=692.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367829B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-660776cfd68a4adcbc723e29f00614c3 |
| Source note | uspto-grants-2013_02 |