Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 2-acetylamino-3-oxooctadecanoate | HCID 86638484 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86638486 | HCID 86638486 | 96% |
Reaction Steps
Triethylamine (1.32 g, 13.05 mmol) and formic acid (350 mg, 7.82 mmol) were added to a chlorobenzene solution (10.0 ml) of RuCl[(R,R)-TsDPEN](p-cymene) complex (17.6 mg, 0.03 mmol) and ethyl 2-acetylamino-3-oxooctadecanoate (1.00 g, 2.61 mmol) synthesized in the same method as Example 1. After the reaction mixture was stirred for 15.5 hours at 40° C., water (10 mL) was added thereto and separation operation was carried out at 40° C. to obtain the organic layer. It was confirmed by comparative analysis of the organic layer with sample product using HPLC that the organic layer contained 0.96 g of the title compound (yield: 96%). Further, anti-form:syn-form was 95:5 and the optical purity of the anti-form was 97% ee.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08207370B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-357a13b73cd0469e8ed89379bf7c869f |
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| Source note | uspto-grants-2012_06 |
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