HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-butoxyacetate → 3-(4-Benzyloxy-2-methyl-phenyl)-2-butoxy-3-hydroxy-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-butoxyacetate | HCID 325387 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 2-Methyl 4-benzyloxybenzaldehyde | HCID 2759806 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Benzyloxy-2-methyl-phenyl)-2-butoxy-3-hydroxy-propionic acid methyl ester | HCID 68616327 | — |
Reaction Steps
In analogy to the procedure described in example 125 a], butoxy-acetic acid methyl ester (V. Franzen, L. Fikentscher, Ann. 1958, 617, 1-10) was deprotonated with lithium diisopropylamide and treated with 4-benzyloxy-2-methyl-benzaldehyde in tetrahydrofuran at −78° C. for 3 h to obtain 3-(4-benzyloxy-2-methyl-phenyl)-2-butoxy-3-hydroxy-propionic acid methyl ester as a mixture of two diastereomeric racemates as yellow liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06809110B2 |
| Source dataset | uspto-grants-2004_10 |
| ORD ID | ord-e7d685605b354662b654c5c9d6875476 |
| Source note | uspto-grants-2004_10 |