HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sec-Butylamine → (-)-Norfenfluramine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sec-Butylamine | HCID 24874 | — |
| Reactant | 1-(alpha,alpha,alpha-Trifluoro-m-tolyl)acetone | HCID 89101 | — |
| Reactant | Oleic Acid | HCID 445639 | — |
| Reactant | 1-Phenethylamine, (+)- | HCID 643189 | — |
| Solvent | Tromethamine hydrochloride | HCID 93573 | — |
| Product | (-)-Norfenfluramine | HCID 12895728 | 65% |
Reaction Steps
The Arthrobacter species KNK168 strain was subjected to shaking culture by using (RS)-1-methylpropylamine as an inducer for enzyme in the same manner as Example 6. The cells harvested from 1 liter culture were suspended in 1 liter of 0.1 M Tris-hydrochloric acid buffer. Thereto were added a mixture of 30 g 1-(3-trifluoromethylphenyl)-2-propanone, 18 g (R)-1-phenylethylamine, and 44 g oleic acid (pH 8.5), and the resulting mixture was reacted at 30° C. for 40 hours. After reaction, the extraction and distillation were carried out in the same manner as in Example 6, to give 19.5 g (R)-1-(3-trifluoromethylphenyl)-2-aminopropane. The optical purity was 100% ee, and the yield was 65%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07169592B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-3db413c33efc4b09bd3d876935a32dfc |
| Source note | uspto-grants-2007_01 |