HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68697903, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Propylphosphoric anhydride | HCID 16167369 | — |
| Reactant | HCID 68699147 | HCID 68699147 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68697903 | HCID 68697903 | — |
Reaction Steps
50% propylphosphonic anhydride solution in 650 μl of DMF is added to a solution of 200 mg of (S)-Hexahydro-cyclopenta[c]pyrrole-1,2-dicarboxylic acid 2-tert-butyl ester, 7.42 mg of 4-dimethylaminopyridine and 650 μl of diisopropylethylamine in CH2Cl2. After stirring at rt for 16 hours, the reaction is quenched with aq. 2N NaOH solution, eluted through a Chem Elut extraction with CH2Cl2 and solvent is evaporated before purification by preparative HPLC is carried out (Waters Sun Fire C18 column, gradient water/acetonitrile 95/5 to 0/100) to yield the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309596B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-69b7c587599c4cdfa6512f053d7d73f6 |
| Source note | uspto-grants-2012_11 |