Sodium Chloride → Naringenin

HRID 1582716

反応式

HRID 1582716 の反応式
[Na+].[Cl-].[OH:3]C1C(CC=C(C)C)=C(O)C=CC=1CCCC1C=CC(O)=CC=1.CC(C)=CC[C:30]1[C:31]([OH:49])=[CH:32][CH:33]=[C:34]2[C:39](=[O:40])[CH2:38][C@@H:37]([C:41]3[CH:42]=[CH:43][C:44]([OH:48])=[CH:45][C:46]=3O)[O:36][C:35]=12>CO>[CH2:38]1[C:39](=[O:40])[C:34]2[C:35](=[CH:30][C:31]([OH:49])=[CH:32][C:33]=2[OH:3])[O:36][C@@H:37]1[C:41]1[CH:42]=[CH:43][C:44]([OH:48])=[CH:45][CH:46]=1

参加物

5

反応物 3

HCID 5234Sodium ChlorideHCID 109139751-(2,4-Dihydroxy-3-Prenylphenyl)-3-(4-Hydroxyphenyl)PropaneHCID 44593508(2S)-Euchrenone A7

生成物 1

HCID 439246Naringenin

試薬・触媒・溶媒 1

HCID 887Methanol溶媒3 回

実験手順

Colorless needles; [α]D20 −7.3° (c 0.15, MeOH); UV (MeOH) λmax (log ε) 288 (3.79), 226 (3.93), 216 (3.92) nm; CD (MeOH) nm Δε271 −5.5; IR (NaCl) γmax 3350, 2927, 1636, 1558 cm−1; 1H NMR (CD3OD, 500 MHz) δ 2.69 (1H, dd, J=2.9 and 17.1 Hz, H-3), 3.10 (1H, dd, J=13.0 and 17.2 Hz, H-3), 5.33 (1H, dd, J=2.9 and 12.9 Hz, H-2), 5.87 (1H, d, J=2.2 Hz, H-6), 5.88 (1H, d, J=2.2, 8.7 Hz, H-8), 6.80 (2H, d, J=8.6 Hz, H-3′), 7.30 (2H, d, J=8.4 Hz, H-2′); 13C NMR (CD3OD, 125 MHz) δ 42.6 (C-3), 79.1 (C-2), 94.8 (C-8), 95.7 (C-6), 101.9 (C-10), 114.9 (C-3′), 127.6 (C-2′), 129.7 (C-1′), 157.6 (C-4′), 163.5 (C-9), 164.1 (C-5), 167.2 (C-7), 196.3 (C-4); EIMS m/z 272 (M+, 88), 239 (6), 190 (15), 179 (24), 153 (100), 120 (50).

出典と根拠

ORDレコード
ord-5098168cfbb04480ab42263501b3eadb
出典データセット
uspto-grants-2004_05
特許番号
US06737439B2

関連ノート

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