Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36339Generated: October 29, 2026

5(S)-((t-butyl-dimethylsilyloxy)methyl)-3(R)-phenylmethyl-N-BOC-2-pyrrolidinone → 5(S)-hydroxymethyl-3(R)-phenylmethyl-2-pyrrolidinone

https://huagongshe.com/reaction/36339

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5(S)-((t-butyl-dimethylsilyloxy)methyl)-3(R)-phenylmethyl-N-BOC-2-pyrrolidinoneHCID 14606110—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product5(S)-hydroxymethyl-3(R)-phenylmethyl-2-pyrrolidinoneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05413999
Source datasetuspto-grants-1995_05
ORD IDord-e568117ed25d494a80543a38f9100e98
Source noteuspto-grants-1995_05