HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620762Generated: November 1, 2026
2,2-Dimethoxypropane → 3-benzyl 4-methyl(4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate
https://huagongshe.com/reaction/1620762
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2,2-Dimethoxypropane | HCID 6495 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | N-Z-D-serine methyl ester | HCID 11821096 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 3-benzyl 4-methyl(4R)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate | HCID 11066282 | 73.3% |
Reaction Steps
To a solution of methyl N-[(benzyloxy)carbonyl]-D-serinate (1013 mg) and 2,2-dimethoxypropane (4166 mg) in acetone (20 mL) was added pyridin-1-ium 4-methylbenzenesulfonate (201 mg) at room temperature, and the reaction mixture was stirred at 60° C. overnight. The solvent was evaporated, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (860 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772277B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-a1fef624f5714ae49f84e15e42af1fe0 |
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| Source note | uspto-grants-2014_07 |
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