Demethylmoracin I → (2S)-Euchrenone A7

HRID 1582715ノート

反応式

HRID 1582715 の反応式
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH:9]=[CH:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([CH2:20][CH:21]=[C:22]([CH3:24])[CH3:23])[C:14]=1[OH:25])=[O:12].CC(C)=CCC1C(O)=CC(O)=CC=1C1OC2C=C(O)C=CC=2C=1.OC1C=C(O)C=C2C=1C(=O)C[C@@H](C1C=CC(O)=CC=1O)O2>CO>[CH3:24][C:22]([CH3:23])=[CH:21][CH2:20][C:15]1[C:16]([OH:19])=[CH:17][CH:18]=[C:13]2[C:11](=[O:12])[CH2:10][C@@H:9]([C:3]3[CH:4]=[CH:5][C:6]([OH:8])=[CH:7][C:2]=3[OH:1])[O:25][C:14]=12

参加物

5

反応物 3

HCID 641375Demethylmoracin IHCID 10356745(2S)-5,7,2',4'-tetrahydroxyflavanoneHCID 699062842-Propen-1-one, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-3-(2,4-dihydroxyphenyl)-, (E)-; (2E)-1-[2,4-Dihydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-3-(2,4-dihydroxyphenyl)-2-propen-1-one

生成物 1

HCID 44593508(2S)-Euchrenone A7

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Bright yellow powder; UV (MeOH) λmax (log ε) 286 (3.99), 207 (4.41) nm; 1H NMR (CD3COCD3, 500 MHz) δ 1.61 (3H, s, H-4″), 1.65 (3H, s, H-5″), 2.72 (1H, dd, J=3.0 and 16.7 Hz, H-3), 2.95 (1H, dd, J=13.3 and 17.0 Hz, H-3), 3.34 (1H, brd, H-1″), 5.26 (1H, m, H-2″), 5.69 (1H, brd, J=10.3 Hz, H-2), 6.43 (1H, brd, J=8.4 Hz, H-5′), 6.48 (1H, brd, H-3′), 6.62 (1H, d, J=8.6 Hz, H-6), 7.36 (1H, d, J=8.5 Hz, H-6′), 7.59 (1H, d, J=8.6 Hz, H-5); EIMS m/z 324 (M+, 9), 322 (24) 279 (47), 191 (19), 205 (10), 176 (14), 161 (26), 149 (43), 45 (100).

出典と根拠

ORDレコード
ord-046df113696c4cb39ac0d7d08cc9d197
出典データセット
uspto-grants-2004_05
特許番号
US06737439B2

反応ノート

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