HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Sulfate → HCID 52913014, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 67074957 | HCID 67074957 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 52913014 | HCID 52913014 | 97.2% |
Reaction Steps
To a solution of (5S,6S,7R,8S)-6,7,8-tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]octane-1-carboxylic acid ethyl ester (350 mg, 0.46 mmole) in dry tetrahydrofuran (5 mL), lithium aluminium hydride (36 mg, 9.3 mmole) was added at 0° C. and stirred for 4 hours. The excess lithium aluminium hydride was decomposed by adding saturated aqueous sodium sulfate and extracted with Ethyl acetate (3×15 mL). The crude product obtained after the removal of solvent furnished 300 mg mixture of {(5S,6S,7R,8S)-6,7,8-Tris-benzyloxy-5-[4-chloro-3-(4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol and {(5S,6S,7R,8S)-6,7,8-Tris-benzyloxy-5-(3-[4-ethoxy-benzyl)-phenyl]-4-oxa-spiro[2.5]oct-1-yl}-methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394772B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-94de4516b4d94d3a9b20d0482a0123d1 |
| Source note | uspto-grants-2013_03 |