HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl (S)-2-[(8-azaspiro[4.5]decane-8-carbonyl)amino]-4,4-difluoro-5-phenylpentanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 8-Azaspiro(4.5)decane | HCID 437152 | — |
| Reactant | Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate | HCID 86635603 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl (S)-2-[(8-azaspiro[4.5]decane-8-carbonyl)amino]-4,4-difluoro-5-phenylpentanoate | HCID 66661189 | — |
Reaction Steps
Methyl (S)-4,4-difluoro-2-isocyanato-5-phenylpentanoate (425 mg, 1.58 mmol) were dissolved in 25 ml of dichloromethane. 8-Azaspiro[4.5]decane (220 mg, 1.58 mmol, 1 eq.) and DIPEA (269 μl, 204 mg, 1.58 mmol, 1 eq.) were added to this solution which was stirred at RT overnight. The solvent was removed under reduced pressure and the residue was purified by preparative HPLC (gradient: acetonitrile/water and addition of 0.05% TFA). The product-containing fractions were combined and freed from the solvent under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609681B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-ca4e9960001d438db5f2fce3e4303e93 |
| Source note | uspto-grants-2013_12 |