HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → {9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yimethyl)(tetrahydro-2H-pyran-4-yl)methanesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2R,3R,4S,5R)-2-{2-(Aminomethyl)-6-[(2,2-diphenylethyl)amino]-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol | HCID 9897827 | — |
| Reactant | (Oxan-4-yl)methanesulfonyl chloride | HCID 18348392 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | {9-[(2R,3R,4S,5R)-3,4-Dihydroxy-5-(methoxymethyl)tetrahydro-2-furanyl]-6-[(2,2-diphenylethyl)amino]-9H-purin-2-yimethyl)(tetrahydro-2H-pyran-4-yl)methanesulfonamide | HCID 86757640 | 37.7% |
Reaction Steps
The title compound was prepared by a similar method to example 3 using (2R,3R,4S,5R)-2-{2-(aminomethyl)-6-[(2,2-diphenylethyl)amino}-9H-purin-9-yl}-5-(methoxymethyl)tetrahydro-3,4-furandiol (example 1) (245 mg, 0.48 mmol), tetrahydro-2H-pyran-4-ylmethanesulfonyl chloride (preparation 21) (95 mg, 0.48 mmol), triethylamine (145 mg, 1.44 mmol) in tetrahydrofuran (23 ml). Purification by column chromatography on silica gel eluting with a solvent system of dichloromethane:methanol:ammonia (95:5:0.25) gave the title compound as an oil (118 mg). MS: 654 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326359B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-00bcf32d5a954f5884a49cc89fbd1feb |
| Source note | uspto-grants-2001_12 |