HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl(1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate → (5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl(1S)-1-[(2S)-5-oxotetrahydrofuran-2-yl]-2-phenylethylcarbamate | HCID 10870461 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (5S)-5-[(1S)-1-(N-t-butoxycarbonylamino)-2-cyclohexylethyl]dihydrofuran-2(3H)-one | HCID 10946873 | — |
Reaction Steps
A solution of 5 g (16.37 mmol) of 5(S)-[1(S)-(Boc-amino)-2-phenylethyl]-dihydrofuran-2-(3H)-one in 50 ml of methanol is hydrogenated for 2 h at RT under normal pressure in the presence of 0.5 g of Nishimura catalyst. The catalyst is removed by filtration and the filtrate is then concentrated in a rotary evaporator and dried under a high vacuum. TLC Rf (D)=0.5; FAB-MS (M+H+)=312.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05643878 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-5606e99c4965448698fab25a653045ea |
| Source note | uspto-grants-1997_07 |