HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49980Generated: October 26, 2026
Methanol → (2S,4R)-4-(4-Bromobenzyloxy)-2-methyl-proline Methyl Ester
https://huagongshe.com/reaction/49980
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | (2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline | HCID 21301005 | — |
| Product | (2S,4R)-4-(4-Bromobenzyloxy)-2-methyl-proline Methyl Ester | HCID 59917097 | — |
Reaction Steps
SOCl2 (0.27 mL) was carefully added dropwise to 2.7 mL of MeOH at −5° C. To this mixture was added (2S,4R)-N-Boc-4-(4-Bromobenzyloxy)-2-methyl-proline (0.25 g) in 2.7 mL of MeOH. The reaction mixture was allowed to warm to 20° C. and stirred overnight. The solvent was evaporated under reduced pressure and the residue dissolved in DCM. The organic layer was washed with water, dried over MgSO4, and evaporated in vacuo to afford the titled compound (85 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06710064B2 |
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| Source dataset | uspto-grants-2004_03 |
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| ORD ID | ord-b910daef01354485a9900e65aeddd66b |
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| Source note | uspto-grants-2004_03 |
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