Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Magnesium Bromide | HCID 82241 | — |
| Reactant | 1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 1-(1,1-dimethylethyl) ester, (2S)- | HCID 104412 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57775865 | HCID 57775865 | — |
Reaction Steps
To a solution of N-Boc-pyroglutamic acid (0.23 g 1.0 mmol) in 10.0 ml of anhydrous THF was added 2-methylprop-1-enyl)magnesium bromide (0.5 M in THF, 5 mL, 2.5 mmol) at −78° C. slowly. The reaction mixture was stirred for 1 h at −78° C. 1 N HCl (2.5 ml) aqueous solution was added and the mixture was slowly warmed up to RT. The pH was adjusted to ˜3 by 1 N HCl. The THF was then removed under vacuum and the remaining aqueous was extracted by DCM (3×20 mL). The organic layer was dried over Na2SO4, filterd and the solvent was removed to provide the crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09163061B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-5b8aeb11720d4a468a2ce07cddd34751 |
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| Source note | uspto-grants-2015_10 |
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