HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 69432363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Hydrogen chloride-ethyl acetate | HCID 21866389 | — |
| Reactant | HCID 69429841 | HCID 69429841 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69432363 | HCID 69432363 | — |
Reaction Steps
A solution of 1.9 g (4.1 mmol) (2S,4R)-2-benzyloxy-methyl-4-tritylsulfanyl-pyrrolidine in 25 ml THF at 0° C. was treated with 0.57 ml (4.5 mmol) phenyl chloroformate and 0.41 ml (5.1 mmol) pyridine. After 2 h at room temperature the reaction was worked up with 1N HCl/EtOAc (3×), the organic phases were washed with H2O, aqueous saturated NaHCO3, dried and evaporated to give 2.6 g (quantitative) (2S,4R)-2-benzyloxymethyl-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid phenyl ester, MS: 586 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189756B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-6ec7f55a1a9645e9a6021d34c55ea7c1 |
| Source note | uspto-grants-2007_03 |