戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 6672作成日:2026年10月25日

Hydrochloric Acid → N6-(3-iodobenzyl)-2-Chloro-5'-O-ethyladenosine

https://huagongshe.com/reaction/6672

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物3-IodobenzylamineHCID 97012—
反応物2,6-dichloro-9-(2,3-di-O-acetyl-5-O-ethyl-beta-D-ribofuranosyl)-purineHCID 11070082—
生成物N6-(3-iodobenzyl)-2-Chloro-5'-O-ethyladenosineHCID 11038875—

反応手順

Method B. The reaction was carried out with 2,6-dichloro-9-(2,3-di-O-acetyl-5-O-ethyl-β-D-ribofuranosyl)-purine (63, 375 mg, 0.87 mmol) and 3-iodobenzylamine.HCl (1.31 mmol, 352 mg). The mixture was purified by column chromatography (eluens 5% MeOH in CH2Cl2). Yield 366 mg (0.67 mmol, 77%), mp 80–82° C.; Rf 0.53 (10% MeOH in CH2Cl2); 1H NMR (DMSO-d6) δ 8.97 (bs, 1H, NH), 8.40 (s, 1H, H-8), 7.74 (s, 1H, CCHCI), 7.60 (d, 1H, J=6.87 Hz, CCHCHCH), 7.35 (d, 1H, J=8.24 Hz, CCHCH), 7.12 (t, 1H, J=7.21 Hz, CCHCH), 5.84 (d, 1H, =4.46 Hz, H-1′), 5.56 (d, 1H, J=5.49 Hz, OH-2′), 5.30 (d, 1H, J=5.15 Hz, OH-3′), 4.60 (d, 2H, J=4.46 Hz, NHCH2), 4.51 (d, 1H, J=5.15 Hz, H-2′), 4.14–4.11 (m, 1H, H-3′), 4.02 (q, 1H, J=3.43 Hz, H-4′), 3.63–3.58 (m, 2H, H-5′), 3.49 (q, 2H, J=6.52 Hz, CH2CH3), 1.13 (t, 3H, J=6.52 Hz, CH3); MS m/z 546 (+H)+; Anal. (C19H21ClIN5O4.0.8 HCON(CH3)2) C, H, N.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07084127B2
出典データセットuspto-grants-2006_08
ORD IDord-2e0bdacdc5f54682a3efd2afc10f8706
出典メモuspto-grants-2006_08