Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 23292310 | HCID 23292310 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 17800145 | HCID 17800145 | — |
Reaction Steps
A solution of 16 g of the compound obtained in Step 1 in 200 ml of THF is added dropwise to a suspension, maintained under nitrogen, of 2.28 g (60 mmol) of LiAlH4 in 200 ml of THF. The temperature of the mixture is then increased to 20° C. and stirring is maintained at that temperature for 3 hours. The mixture is again cooled to 0° C. and hydrolysed by successive additions of 20 ml of iPrOH and 25 ml of saturated NaCl solution. The precipitate formed is suctioned off and rinsed with THF; the filtrate is concentrated in vacuo and the residue is chromatographed on silica, eluting with a mixture of CH2Cl2 /CH3OH/NH4OH=97/3/0.3, to yield the title compound in the form of 2 diastereoisomers:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06127396 |
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| Source dataset | uspto-grants-2000_10 |
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| ORD ID | ord-cdf2b84ff8304e9bb310cb35c9567faa |
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| Source note | uspto-grants-2000_10 |
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