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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 473587생성일: 2026년 10월 25일

Ethyl chloroacetate → 5'-[(Carboethoxymethyl)methyamino]-5'-deoxy-8-methyladenosine

https://huagongshe.com/reaction/473587

반응식

참여 물질

역할이름HCID투입량
반응물Ethyl chloroacetateHCID 7751—
반응물DiisopropylethylamineHCID 81531—
반응물5'-Deoxy-5'-methylamino-8-methyladenosineHCID 25232717—
반응물5'-Deoxy-5'-[[2-[[(1-ethoxyethylidene)amino]oxy]ethyl]methylamino]-8-methyladenosineHCID 86649669—
용매DimethylformamideHCID 6228—
생성물5'-[(Carboethoxymethyl)methyamino]-5'-deoxy-8-methyladenosineHCID 25233251—

반응 단계

Compound 35 was prepared by the same procedure as described for the preparation of 6a using 4a (415 mg, 1.41 mm), ethyl chloroacetate (207 mg, 0.18 ml, 1.68 mm), DIEA (91 mg, 0.12 ml, 0.70 mm), and DMF (5 ml): yield 204 mg (38%), MS: m/z 381 (M+H)+; 1HNMR (DMSO-d6) δ 8.06 (s, 1H, H-2), 7.11 (bs, 2H, 6-NH2), 5.73 (d, 1H, H-1′, J1′,2′=5.4 Hz), 5.33 (bd, 1H, OH-2′, J2′-2′OH=4.7 Hz), 5.19 (bd, 1H, OH-3′, J3′-3′OH=4.9 Hz), 5.03 (ddd, 1H, H-2′, J1′,2′=5.4 Hz, J2′,3′=5.7 Hz, J2′-2′OH=4.7 Hz), 4.17 (ddd, 1H, H-3′, J2′,3′=5.7 Hz, J3′,4′=4.4 Hz, J3′-3′OH=4.9 Hz), 4.02 (q, 2H, CH3—CH2), 3.92-3.99 (m, 1H, H-4′), 3.27 (bs, 2H, NCH3—CH2), 2.83-2.90 (m, 1H, 5′-CH2), 2.70-2.79 (m, 1H, 5′-CH2), 2.53 (s, 3H, 8-CH3), 2.31 (s, 3H, N—CH3), 1.13 (t, 3H, OCH2—CH3); UV λmax, nm, pH 1, 258.9 (∈ 16,100), pH 7, 260 (∈ 15,900), pH 13, 260.1 (∈ 16,200).

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US08637485B2
출처 데이터셋uspto-grants-2014_01
ORD IDord-7119ee6e7c414467b7f98673e5d0d5ff
출처 메모uspto-grants-2014_01