HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide dihydrochloride → N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide dihydrochloride | HCID 67022955 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-{(1S,2R,3S,4R)-4-[2-((R)-3-amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide | HCID 59781437 | — |
Reaction Steps
N-{(1S,2R,3S,4R)-4-[2-((R)-3-Amino-pyrrolidin-1-yl)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-propionamide dihydrochloride (ca. 7.7 mmol) is dissolved in minimal volume of a mixture of ethanol/saturated aqueous sodium carbonate solution until the pH of the solution is adjusted to pH 7 (ensuring the compound remains in solution). The solution is loaded onto an Isolute™ C18 column and washed through firstly with water and then MeOH. The fractions are combined and concentrated in vacuo and then further purified by repeating the above process to afford the title compound. LCMS (electrospray): m/z [MH+] 571
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193164B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-c4faa3f04d5c426db7d7d2eb61a43c9b |
| Source note | uspto-grants-2012_06 |