HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl isothiocyanate → 2-{6-[((3r)Oxolan-3-yl)amino]purin-9-yl}(4s,2r,3r,5r)-5-({[(cyclopentylamino)thioxomethyl]amino}methyl)oxolane-3,4-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl isothiocyanate | HCID 11167 | — |
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | Cyclopentyl isothiocyanate | HCID 141792 | — |
| Reactant | n-[(5-{6-[((3r)Oxolan-3-yl)amino]purin-9-yl}(3s,2r,4r,5r)-3,4-dihydroxyoxolan-2-yl)methyl](methylamino)carboxamide | HCID 20592071 | — |
| Product | 2-{6-[((3r)Oxolan-3-yl)amino]purin-9-yl}(4s,2r,3r,5r)-5-({[(cyclopentylamino)thioxomethyl]amino}methyl)oxolane-3,4-diol | HCID 20592023 | — |
| Product | 2-{6[((3R)oxolan-3-yl)amino]purin-9-yl}(4S,2R,3R,5R)5-({[(methylamino)thioxomethyl]amino}methyl)oxolane-3,4diol | HCID 20592027 | — |
Reaction Steps
Compound 77 was prepared in the manner of compound 24 substituting methyl isothiocyanate for methyl isocyanate and refluxing for 16 h [MS 410.3 (M+1)]. 2-{6-[((3R)oxolan-3-yl)amino]purin-9-yl}(4S,2R,3R,5R)-5-({[(cyclopentylamino)thioxomethyl]amino}methyl)oxolane-3,4-diol (78) Compound 78 was prepared in the manner of compound 24 substituting cyclopentyl isothiocyanate for methyl isocyanate and refluxing for 16 h [MS 464.3 (M+1)].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06576620B2 |
| Source dataset | uspto-grants-2003_06 |
| ORD ID | ord-6f80e9055d1142b2ad738acdb503f158 |
| Source note | uspto-grants-2003_06 |