HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonic acid 2-[3-benzyloxy-4-(5-benzyloxymethyl-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-5-fluorobenzyl]-4-methylphenyl ester → Methanesulfonic acid 2-[3-fluoro-5-hydroxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-benzyl]-4-methylphenyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonic acid 2-[3-benzyloxy-4-(5-benzyloxymethyl-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-5-fluorobenzyl]-4-methylphenyl ester | HCID 86638981 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methanesulfonic acid 2-[3-fluoro-5-hydroxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-benzyl]-4-methylphenyl ester | HCID 17747195 | — |
Reaction Steps
To a solution of methanesulfonic acid 2-[3-benzyloxy-4-(5-benzyloxymethyl-1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-5-fluorobenzyl]-4-methylphenyl ester (85 mg) in EtOH (3 mL) and EtOAc (6 mL) is added 5% Pd/C (75 mg) and the mixture is hydrogenated at 1 atm for 18 h. The catalyst is filtered and washed with EtOH (3×). Solvent is evaporated to near dryness before water and acetonitile is added to form a solution. It is then lyophilized to give the title compound: MS (M−H)−=443.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252820B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-cbdc1907a7a54174a9d3b1a6ebd77cd2 |
| Source note | uspto-grants-2012_08 |