HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → 2-(trimethylsilyl)ethyl (S)-2-((R)-3-((R)-1-(3-chlorophenyl)-1-(2-(methylamino)-2-oxoethoxy)ethyl)piperidine-1-carboxamido)-3-cyclohexylpropyl(methyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | ethyl 2-((R)-1-(3-chlorophenyl)-1-((R)-1-((S)-1-cyclohexyl-3-(methyl((2-(trimethylsilyl)ethoxy)carbonyl)amino)propan-2-ylcarbamoyl)piperidin-3-yl)ethoxy)acetate | HCID 68715559 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(trimethylsilyl)ethyl (S)-2-((R)-3-((R)-1-(3-chlorophenyl)-1-(2-(methylamino)-2-oxoethoxy)ethyl)piperidine-1-carboxamido)-3-cyclohexylpropyl(methyl)carbamate | HCID 86639459 | — |
Reaction Steps
A mixture of ethyl 2-((R)-1-(3-chlorophenyl)-1-((R)-1-((S)-1-cyclohexyl-3-(methyl((2-(trimethylsilyl)ethoxy)carbonyl)amino)propan-2-ylcarbamoyl)piperidin-3-yl)ethoxy)acetate (0.0185 g) and 33% wt. methylamine in ethyl alcohol (10 mL) was stirred at rt for 3 d. After the reaction mixture was evaporated under reduced pressure, the crude product was purified by reversed-phase HPLC to afford 0.0035 g of 2-(trimethylsilyl)ethyl (S)-2-((R)-3-((R)-1-(3-chlorophenyl)-1-(2-(methylamino)-2-oxoethoxy)ethyl)piperidine-1-carboxamido)-3-cyclohexylpropyl(methyl)carbamate. MS ESI +ve m/z 653 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487108B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-1358bb79783e41fe91adcdcb9466f2c0 |
| Source note | uspto-grants-2013_07 |