Diisopropylethylamine → 5'-Deoxy-5'-[[4-[[(1-ethoxyethylidene)amino]oxy]butyl]methylamino]-8-(methylamino)adenosine

HRID 473573

반응식

HRID 473573 반응식
[CH2:1]([O:3][C:4](=[N:6][O:7][CH2:8][CH2:9]N(C)C[C@H]1O[C@@H](N2C3N=CN=C(N)C=3N=C2C)[C@H](O)[C@@H]1O)[CH3:5])[CH3:2].CNC[C@H]1[O:38][C@@H:37]([N:39]2[C:48]3[N:47]=[CH:46][N:45]=[C:43]([NH2:44])[C:42]=3[N:41]=[C:40]2[NH:49][CH3:50])[C@H:36]([OH:51])[C@@H:35]1[OH:52].C[CH2:54][N:55]([CH:59]([CH3:61])C)[CH:56]([CH3:58])C>>[CH2:1]([O:3][C:4](=[N:6][O:7][CH2:8][CH2:9][CH2:61][CH2:59][N:55]([CH3:54])[CH2:56][C@H:58]1[O:38][C@@H:37]([N:39]2[C:48]3[N:47]=[CH:46][N:45]=[C:43]([NH2:44])[C:42]=3[N:41]=[C:40]2[NH:49][CH3:50])[C@H:36]([OH:51])[C@@H:35]1[OH:52])[CH3:5])[CH3:2]

참가 물질

4

실험 절차

Compound 8a was prepared by the same procedure as reported for 6a using 4c (1.00 g, 3.23 mmol), ethyl N-(4-bromobutoxy)ethanimidate49 (924 mg, 3.87 mmol), and DIEA (209 mg, 0.28 mL, 1.6 mmol): yield 635 mg (42%), MS: m/z 467 (M+H)+; 1HNMR (DMSO-d6) δ 7.89 (s, 1H, H-2), 6.87 (q, 1H, 8CH3—NH), 6.46 (bs, 2H, 6-NH2), 5.69 (d, 1H, H-1′, J1′,2′=4.8 Hz), 5.25 (d, 1H, 2′-OH, J2′-2′OH=5.6 Hz), 5.06 (d, 1H, 3′-OH, J3′-3′OH=5.4 Hz), 4.91 (ddd, 1H, H-2′, J1′,2′=4.8 Hz, J2′,3′=5.4 Hz, J2′-2′OH=5.6 Hz), 4.16 (ddd, 1H, H-3′, J2′,3′=5.4 Hz, J3′,4′=4.9 Hz, J3′-3′OH=5.4 Hz), 3.85-3.94 (m, 1H, H-4′), 3.92 (q, 2H, OCH2CH3), 3.80 (t, 2H, NO—CH2), 2.88 (d, 3H, 8NH—CH3, J=4.6 Hz), 2.65-2.74 (m, 1H, 5′-CH2), 2.46-2.58 (m, 1H, 5′-CH2), 2.34 (t, 2H, N(CH3)—CH2), 2.17 (s, 3H, N—CH3), 1.83 (s, 3H, C—CH3), 1.37-1.61 (bm, 4H, NOCH2—CH2CH2), 1.19 (t, 3H, OCH2CH3).

출처 및 근거

ORD 기록
ord-7b53cd109ee842daa20a854470f2ec9a
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637485B2

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