HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 69546069, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 69546006 | HCID 69546006 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69546069 | HCID 69546069 | 79.2% |
Reaction Steps
To a solution of (1S-cis)-4-(di-tert-butoxycarbonylamino)cyclopent-2-enyl acetate (prepared as described by D. Zhang et.al. Tett. Lett. 1996, 3799–3802) (8.98 g), tetrakis(triphenylphosphine)palladium(0) (0.463 g) in isopropanol (135 ml) and tetrahydrofuran (135 ml) was added sodium borohydride (4.97 g) portionwise at 0° C. The mixture was stirred at 0° C. for 3 hours before the careful dropwise addition of glacial acetic acid (20 ml). The solution was concentrated in vacuo and the residue purified by chromatography (SiO2, diethylether 1:9 isohexane as eluent) to afford the sub-title compound (5.90 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07034032B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-ab3493598196468d8d2a5ed5a3d6aedb |
| Source note | uspto-grants-2006_04 |