HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (4S)-4-[4-(2-fluoroethoxy)-3-hydroxybenzyl]-L-glutamic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | di-tert-butyl (4S)-N-(tert-butoxycarbonyl)-4-[3-tert-butoxy-4-(2-fluoroethoxy)benzyl]-L-glutamate | HCID 117812704 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (4S)-4-[4-(2-fluoroethoxy)-3-hydroxybenzyl]-L-glutamic acid | HCID 89155775 | — |
Reaction Steps
A solution of hydrogen chloride in dioxane (0.25 ml, 4M) is added to 24 mg (0.041 mmol) di-tert-butyl (4S)—N-(tert-butoxycarbonyl)-4-[3-tert-butoxy-4-(2-fluoroethoxy)benzyl]-L-glutamate. The reaction mixture is stirred for 4 hours and stored at −25° C. over night. The reaction mixture is concentrated in vacuo. Co. 3 ml dichloro methane is added and the solution is concentrate in vacuo. The last step is repeated. The crude product is purified by HPLC (column, XBrigde, C18, 5 μm 100×30 mm, H2O+0.1% trifluoroacetic acid, acetonitrile, flow 38 mL/min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238631B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-ae9e3cdc69a64614ab44fa54cb8678d7 |
| Source note | uspto-grants-2016_01 |