HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetoxyacetyl chloride → Acetic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentylcarbamoyl}-methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetoxyacetyl chloride | HCID 26297 | — |
| 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 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Acetic acid {(1S,2R,3S,4R)-4-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-2,3-dihydroxy-cyclopentylcarbamoyl}-methyl ester | HCID 86637573 | — |
Reaction Steps
(1S,2R,3S,5R)-3-Amino-5-[2-chloro-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-cyclopentane-1,2-diol hydrochloride (Intermediate GA3) (3.0 g, 5.6 mmol) is dissolved in dry THF (100 mL) and TEA (2.8 g, 28 mmol). Acetoxyacetylchloride (0.76 g, 5.6 mmol) is dissolved in dry THF (4 mL) and is added to the reaction mixture dropwise.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193164B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-f467c82ab54749bd934e667293e295e0 |
| Source note | uspto-grants-2012_06 |