HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090524Generated: November 3, 2026
Lawesson's reagent → (2S)-2-t-butyldimethylsilyloxymethyl-1-methyl-5-thioxopyrrolidine
https://huagongshe.com/reaction/1090524
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | (5S)-5-[(tert-butyldimethylsilyloxy)methyl]-1-methylpyrrolidin-2-one | HCID 18639170 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2S)-2-t-butyldimethylsilyloxymethyl-1-methyl-5-thioxopyrrolidine | HCID 57091879 | 181.5% |
Reaction Steps
To a solution of (2S)-2-t-butyldimethylsilyloxymethyl 1-methyl-5-pyrrolidone (16 g) in tetrahydrofuran (160 ml) was added Lawesson's Reagent [2,4-bis(4-methoxyphenyl)1,3-dithia-2,4-diphosphetane-2,4-disulfide] (14.6 g) at ambient temperature. After stirring at 60° C. under nitrogen for 1 hour, the solvent was removed. The residue was chromatographed on silica gel eluting with a mixture of acetone and dichloromethane (1.9 V/V) to give (2S)-2-t-butyldimethylsilyloxymethyl-1-methyl-5-thioxopyrrolidine (17.0 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05081237 |
|---|
| Source dataset | uspto-grants-1992_01 |
|---|
| ORD ID | ord-7fd7c06b4c1f43c192e34f3a58f5a885 |
|---|
| Source note | uspto-grants-1992_01 |
|---|
