HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 67315296, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-tert-Butyl hydrogen L-aspartate | HCID 7010570 | — |
| Reactant | 4-Methoxy-2,6-dimethylbenzene-1-sulfonyl chloride | HCID 15917496 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 67315296 | HCID 67315296 | 45% |
Reaction Steps
Sodium bicarbonate (1.5 eq) was added to a suspension of (S)-2-amino-4-tert-butoxy-4-oxobutanoic acid (5.1 mmol, 1.2 eq) in dioxane/water (1:1, 20 ml) and the mixture was stirred for 30 min at room temperature. A solution of 4-methoxy-2,6-dimethylbenzenesulfonic acid chloride (4.3 mmol, 1.0 eq) in dioxane (10 ml) was added and the reaction mixture stirred for 16 h at room temperature. On completion of the reaction the organic solvent was removed under vacuum and the aqueous phase acidified with 10% HCl (eq). Extraction was then performed with DCM and the organic phase was washed with saturated sodium chloride solution, dried (Na2SO4) and concentrated to small volume under vacuum. Yield: 45%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278319B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-975c9a98af4e43d4a31fa763b887bb14 |
| Source note | uspto-grants-2012_10 |