Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | D-Norvaline | HCID 439575 | — |
| Product | (R)-Methyl 2-aminopentanoate | HCID 14118487 | 95% |
Reaction Steps
Thionyl chloride (47.7 mL) was added dropwise to methanol (300 mL) under stirring at −5° C. over 2 hours and 15 minutes. D-Norvaline (35.00 g) was added to the resulting light yellow solution under stirring at −4° C. The solution was stirred at room temperature for 18 hours and then methanol was removed under reduced pressure. Diisopropyl ether (90 mL) was added to the precipitated crystals, which were filtered and washed twice with diisopropyl ether (30 mL) to give (R)-norvaline methyl ester (47.74 g, 95% yield) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178686B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-84eeb56d248a41b5bffcf4a4ce98aad3 |
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| Source note | uspto-grants-2012_05 |
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