HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 67303732, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | ethyl (2S,3R)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,3-dihydroxy-2-methylpropanoate | HCID 52987879 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 67303732 | HCID 67303732 | 71% |
Reaction Steps
To a solution of compound 42 (245 mg, 0.99 mmol) in dry pyridine (3 mL) is added dropwise a solution of BzCl (300 mg, 2.1 mmol) in pyridine (1 mL). After the mixture is stirred at room temperature for 2 h, the reaction is quenched with H2O (1 mL). The mixture is concentrated to dryness and the residue is partitioned between CH2Cl2 and sat. NaHCO3 solution. The organic phase is dried (anh. Na2SO4), filtered and concentrated. The residue is purified by silica gel column chromatography with 5% EtOAc in hexanes to give 43 (247 mg, 71%) as a solid. Anal. Calcd for C18H24O7: C, 61.35; H, 6.86. Found: C, 60.95; H, 6.73.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481713B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-931c9c71918049329cb1a6d86d6c413e |
| Source note | uspto-grants-2013_07 |