HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isobutyryl chloride → N-{(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-isobutyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isobutyryl chloride | HCID 62325 | — |
| Reactant | (1S,2R,3S,5R)-3-Amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochloride | HCID 86622640 | — |
| Reactant | Cyclobutanecarboxylic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-amide | HCID 86622641 | — |
| Reactant | HCID 178478404 | HCID 178478404 | — |
| Product | N-{(1S,2R,3S,4R)-4-[2-Chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-isobutyramide | HCID 86622643 | — |
Reaction Steps
The title compound is prepared by the same method as cyclobutanecarboxylic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentyl}-amide from (1S,2R,3S,5R)-3-amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochloride (an intermediate for preparing the compound of Example 22) and isobutyryl chloride to afford the title compound. LCMS (electrospray): m/z [MH+] 535.26. 1H nmr (MeOD, 400 MHz); 8.00(s, 1H), 7.40-7.30(m, 8H), 7.25-7.15(m, 2H), 4.75(m, 1H), 4.60(m, 1H), 4.50(m, 1H), 4.20(m, 2H), 3.95(m, 1H), 2.85(m, 1H), 2.70(m, 1H), 9.10(m, 1H), 1.20(m, 6H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163754B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-fe8a5eea3e4a479ea7bacd29b387f525 |
| Source note | uspto-grants-2012_04 |