HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate → 111492-61-6
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate | HCID 2734674 | — |
| Reactant | HCID 178478979 | HCID 178478979 | — |
| Product | 111492-61-6 | HCID 13863568 | — |
Reaction Steps
10 ml (20 mmol) 2 M phenylmagnesium chloride (tetrahydrofuran) and 1.99 g (10 mmol) BOC-L-prolinal were allowed to react at −60–40° C. for 60 min according to procedure F. Yield of the crude product 3.06 g. The product was purified with a silica column using 16% ethyl acetate in petroleum ether as eluent. Yield 2.18 g (7.6 mmol, 76%). The product was oxidized to the corresponding ketone according to procedure G. Yield of crude product 3.15 g. The product was purified with a silica column using 20–25% ethyl acetate in petroleum ether as eluent. Yield 1.65 g (6.0 mmol, 79%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07173024B2 |
| Source dataset | uspto-grants-2007_02 |
| ORD ID | ord-53ba55ecc53f4017b13a4e7e9c856e86 |
| Source note | uspto-grants-2007_02 |