Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-Tartaric acid | HCID 444305 | — |
| Reactant | (1R,2S)-(+)-cis-1-Amino-2-indanol | HCID 2725045 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69946670 | HCID 69946670 | 108.7% |
Reaction Steps
Racemic cis-1-amino-2-indanol (22.5 g, water wet, content 83.2%) was suspended with (R,R)-tartaric acid (65 g) in 120 ml of methanol of 60° C. After stirring for 1.5 hours at 60° C., 210 ml of methanol were added and the mixture was brought to reflux. At reflux a solution of racemic cis-1-amino-2-indanol (42.4 g, water wet, content 83.2%) in 120 ml of hot methanol was added. Stirring of the mixture was continued for half an hour at reflux and then it was cooled down again to 33° C. Methanol (10 ml) was added and after continued stirring (overnight) the solid was isolated by filtration and washed twice with 120 ml of methanol. After drying, 54.3 g of (1S,2R)-1-amino-2-indanol-(R,R)-tartrate methanol solvate were obtained with an e.e. of 97.5%. D[v, 0.9]=147.1 μm (measured with a Malvern 2600 apparatus).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06586634B1 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-9711cf0132114e248124c4ee9fc92697 |
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| Source note | uspto-grants-2003_07 |
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