HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3-Methyl-but-3-enyloxymethyl)-benzene → (S)-4-(benzyloxy)-2-methylbutane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-Methyl-but-3-enyloxymethyl)-benzene | HCID 11095166 | — |
| Reactant | 1-((1R)-((2R,4R,5S)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)-4-((1R)-((2R,4S,5R)-5-ethylquinuclidin-2-yl)(6-methoxyquinolin-4-yl)methoxy)phthalazine | HCID 51003674 | — |
| Reactant | 2-Methylpropan-2-ol--water (1/1) | HCID 71401949 | — |
| Product | (S)-4-(benzyloxy)-2-methylbutane-1,2-diol | HCID 67205693 | — |
Reaction Steps
Compound 1 was added to a solution of AD-mix-α in tBuOH/H2O (1:1) cooled in an ice bath. After TCL monitoring showed the disappearance of the starting material, the reaction was quenched by adding Na2SO3. The aqueous phase was extracted with ethyl acetate three times and the combined organic phase was washed with brine and dried (Na2SO4). The solid was filtered and the solvent was removed. The residue was purified by column chromatography to give compound 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877796B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-401cd47f701847db96bc095f71c65c2d |
| Source note | uspto-grants-2014_11 |