Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | trans-2-Aminocyclohexanecarboxylic acid | HCID 2724640 | — |
| Reactant | HCID 22644685 | HCID 22644685 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 11291079 | HCID 11291079 | — |
Reaction Steps
To a room temperature solution of 1.5 g (10.2 mmol) of trans-2-amino-1-cyclohexylcarboxylic acid in 75 ml of dioxane:H2O (1:1) containing 2.55 ml (18.3 mmol) of triethylamine was added 3.0 g (11.2 mmol) of 4-butynyloxybenzenesulfonyl chloride. The mixture was stirred at 25° C. for 18 h. The resulting mixture was diluted with ethyl acetate and washed with 1N aqueous hydrochloric acid (3×). The organic phase was dried over anhydrous magnesium sulfate and concentrated in vacuo to afford (1R,2R)-2-({[4-(2-butynyloxy)phenyl]sulfonyl}amino)cyclohexanecarboxylic acid as a white solid. Electrospray Mass Spec 352.2 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06326516B1 |
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| Source dataset | uspto-grants-2001_12 |
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| ORD ID | ord-653d3d03a5fb4d94ae3332cc24c6db31 |
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| Source note | uspto-grants-2001_12 |
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