HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-{1-hydroxy-2-[(S)-phenylsulfinyl]ethyl}pyrrolidine → (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-{[(S)-phenylsulfinyl]acetyl}pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-{1-hydroxy-2-[(S)-phenylsulfinyl]ethyl}pyrrolidine | HCID 54163276 | — |
| Reactant | Dmso dcc | HCID 86749402 | — |
| Product | (2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-{[(S)-phenylsulfinyl]acetyl}pyrrolidine | HCID 54001662 | 40.5% |
Reaction Steps
(2S)-1-(N-Benzyloxycarbonyl-L-prolyl)-2-{1-hydroxy-2-[(S)-phenylsulfinyl]ethyl}pyrrolidine (600 mg) was subjected to DMSO-DCC oxidation as in Example 1-D), followed by purification of the reaction product by medium pressure silica gel column chromatography (eluate; chloroform:methanol=99.5: 0.5) to give 242 mg of the title compound (See Table 3 ).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05506256 |
| Source dataset | uspto-grants-1996_04 |
| ORD ID | ord-9486ac57b7af4061be530548ba9a56e8 |
| Source note | uspto-grants-1996_04 |