Ethylamine → 2-(Benzyloxy)-N-ethyladenosine

HRID 966390ノート

反応式

HRID 966390 の反応式
[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

参加物

4

反応物 3

HCID 6341EthylamineHCID 59107260HCID 59107260、化合物HCID 178418361HCID 178418361、化合物

生成物 1

HCID 591072552-(Benzyloxy)-N-ethyladenosine収率 40%

実験手順

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).

後処理

  1. customwas prepared where the substituent R1

出典と根拠

ORDレコード
ord-b9a31fe0fef34ecf9c1c131d437dde49
出典データセット
uspto-grants-2005_10
特許番号
US06951932B2

反応ノート

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