Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 59201644 | HCID 59201644 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59201732 | HCID 59201732 | — |
Reaction Steps
The (S)-2-(tert-butoxycarbonylamino)-3-((R)-4-oxaspiro[2.5]oct-6-yl)propyl 4-methylbenzenesulfonate was dissolved in 100 mL of 33% NH2Me in ethanol. The mixture was heated to 50° C. for 3 hr. After this time LC/MS analysis shows formation of the desired amine. The solution was evaporated and the residue taken up in EtOAc, washed with 10% K2CO3, brine, dried over Na2SO4, filtered and evaporated. The tert-butyl (S)-1-((R)-4-oxaspiro[2.5]oct-6-yl)-3-(methylamino)propan-2-ylcarbamate was used directly in the next step with no further purification. MS ESI +ve m/z 301 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08487108B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-e57f86a4b7a94e2894ccac5e0a005962 |
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| Source note | uspto-grants-2013_07 |
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