HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59383028, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | tert-Butyl (S)-3-cyclopentyl-1-(t-butyldimethylsilyloxy)propan-2-ylcarbamate | HCID 58246966 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59383028 | HCID 59383028 | — |
Reaction Steps
tert-Butyl (S)-3-cyclopentyl-1-(t-butyldimethylsilyloxy)propan-2-ylcarbamate (2.9 g, 8.1 mmol) was stirred with 1 M Bu4NF in THF (24.3 mL) at 0° C. for 1 h. Water (30 mL) was added and the mixture was extracted with EtOAc (3×40 mL). The combined organic layers were washed with brine, dried over MgSO4 and evaporated to give crude tert-butyl (S)-3-cyclopentyl-1-hydroxypropan-2-ylcarbamate that was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 1.09 (m, 2H), 1.44 (s, 9H), 1.50 (m, 3H), 1.60 (m, 3H), 1.81 (m, 3H), 3.52 (m, 1H), 3.68 (m, 2H), 4.60 (brs, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07754737B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-899e02f734264a6c8d0f98ab0e2934ec |
| Source note | uspto-grants-2010_07 |