HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 2-Bromo-9-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-beta-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-9H-purine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) | HCID 96831 | — |
| Reactant | 2-Bromo-9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-{[(dimethylamino)methylidene]amino}-9H-purine | HCID 86758751 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 2-Bromo-9-[2-deoxy-5-O-(4,4'-dimethoxytrityl)-beta-D-erythro-pentofuranosyl]-6-{[(dimethylamino)methylidene]amino}-9H-purine | HCID 86758752 | — |
Reaction Steps
The compound was produced as described in example 9. The following were used: compound from example 17 (250 mg, 0.65 mmol), pyridine (2 ml), 4,4′-dimethoxytrityl chloride (330 mg, 0.98 mmol). FC cf. 9. Colourless solid (260 mg, 58%). TLC (CH2Cl2/MeOH, 9:1): Rf 0.37. 1H-NMR ((D6)DMSO): 2.23, 2.68 (2m, H—C(2′)); 3.01, 3.09 (2s, CH3—N); 3.57, 3.58 (2s, CH3O); 3.84 (m, H—C(4′)); 4.33 (m, H—C(3′)); 5.24 (d, J=4.5 Hz, HO—C(3′)); 6.22 (“t”, J=5.8 Hz, H—C(1′)); 6.6-7.2 (m, aromat. H); 8.21 (s, H—C(8)); 8.69 (s, H—C(N═)). Anal. calc. for C34H35BrN6O5 (687.59): C, 59.39; H, 5.13; N, 12.22; found: C, 59.46; H, 5.40; N, 12.09.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498241B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-fa93a65be82e4689b00a9d331c5ed9e3 |
| Source note | uspto-grants-2002_12 |