Ethylamine → 2-(Benzyloxy)-N-ethyladenosine

HRID 966390노트

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HRID 966390 반응식
[H][H].[CH2:3]([NH2:5])[CH3:4].[CH2:6]([O:13][C:14]1[N:22]=[C:21]2[C:17]([N:18]=[CH:19][N:20]2[C@@H:23]2[O:35][C@H:34]([CH2:36][O:37]C(=O)C)[C@@H:29]([O:30]C(=O)C)[C@H:24]2[O:25]C(=O)C)=[C:16](Cl)[N:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[CH2:6]([O:13][C:14]1[N:15]=[C:16]([NH:5][CH2:3][CH3:4])[C:17]2[N:18]=[CH:19][N:20]([C:21]=2[N:22]=1)[C@@H:23]1[O:35][C@H:34]([CH2:36][OH:37])[C@@H:29]([OH:30])[C@H:24]1[OH:25])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

참가 물질

4

반응물 3

HCID 6341EthylamineHCID 59107260HCID 59107260, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 591072552-(Benzyloxy)-N-ethyladenosine수율 40%

실험 절차

A compound having a structure of the above formula was prepared where the substituent R1 is —CH2CH3, R2 is hydrogen, and R3 is benzyl (—CH2C6H5). The compound (C19H23N5O5) was prepared by reaction of ethylamine with 2-benzyloxy-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine (Example 3) as described in Example 2, Step E. The final product was isolated in 40% yield as a solid with melting point of 170-171° C. 1H-NMR (DMSO-d6): δ 1.13 (t, 3H, J=8); 3.6 (m, 4H); 3.9 (m, 1H); 4.1 (m, 1H); 4.5 (m, 1H); 5.18 (m, 2H); 5.32 (s, 2H); 5.42 (d, 1H, J×6); 5.78 (d, 1H, J=6); 7.41 (m, 5H); 7.93 (bm, 1H); 8.15 (s, 1H).

후처리

  1. customwas prepared where the substituent R1

출처 및 근거

ORD 기록
ord-b9a31fe0fef34ecf9c1c131d437dde49
출처 데이터셋
uspto-grants-2005_10
특허 번호
US06951932B2

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