HuagongsheHuagongshe Chemistry Print Report · For research reference only
5(S)-((t-butyl-dimethylsilyloxy)methyl)-3(R)-phenylmethyl-N-BOC-2-pyrrolidinone → 5(S)-hydroxymethyl-3(R)-phenylmethyl-2-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5(S)-((t-butyl-dimethylsilyloxy)methyl)-3(R)-phenylmethyl-N-BOC-2-pyrrolidinone | HCID 14606110 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5(S)-hydroxymethyl-3(R)-phenylmethyl-2-pyrrolidinone | HCID 1515234 | — |
Reaction Steps
To 130 mg (0.34 mmol) of 5(S)-((t-butyl-dimethylsilyloxy)methyl)-3(R)-phenylmethyl-N-BOC-2-pyrrolidinone in 5 ml of acetonitrile was added 0.1 ml of a solution of 48% HF in water. After 3 hr at room temperature the reaction was concentrated to dryness and diluted with 30 ml of an aqueous 10% NaHCO3 solution. This was extracted with EtOAc (2×30 ml), dried filtered and concentrated to afford the crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05717097 |
| Source dataset | uspto-grants-1998_02 |
| ORD ID | ord-8d03731fec664dc2a2a6bfbf835f3923 |
| Source note | uspto-grants-1998_02 |