HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic Acid → HCID 59556039, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | (2S,4R)-4-hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 11008972 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59556039 | HCID 59556039 | 81.9% |
Reaction Steps
To a solution of the alcohol of step A (0.81 g, 4.0 mmol), benzoic acid (0.74 g, 6.0 mmol) and triphenylphosphine (2.11 g, 8.0 mmol) in toluene (20 mL) was added DIAD (1.67 mL, 8.0 mmol). After being stirred at room temperature for 4 hours, the solution was concentrated. The residue was purified by flash chromatography eluting with 0%, 5% and 20% EtOAc/hexanes provided 1.0 g of the title compound. MS calculated (M+H)+ 308, found 308.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729063B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-defa563493a54297921357e20f9a3861 |
| Source note | uspto-grants-2014_05 |