Tetrahydrofuran → N-{(S)-6-[(Isobutylmethylamino)methyl]-1,2,3,4-tetrahydronaphthalen-2-yl}-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide

HRID 1913811ノート

反応式

HRID 1913811 の反応式
[CH:1]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C@@H:8]([NH:13][C:14](=[O:28])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C@@H:23]3[CH2:27][CH2:26][CH2:25][O:24]3)=[CH:17][CH:16]=1)[CH2:7][CH2:6]2)=O.C1COCC1.[CH2:34]([NH:38][CH3:39])[CH:35]([CH3:37])[CH3:36].C([BH3-])#N.[Na+]>C(O)(=O)C.CO>[CH2:34]([N:38]([CH2:1][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][C@@H:8]([NH:13][C:14](=[O:28])[C:15]1[CH:20]=[CH:19][C:18]([O:21][CH2:22][C@@H:23]3[CH2:27][CH2:26][CH2:25][O:24]3)=[CH:17][CH:16]=1)[CH2:7][CH2:6]2)[CH3:39])[CH:35]([CH3:37])[CH3:36]

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 12249N-MethylisobutylamineHCID 5003444Sodium cyanoborohydrideHCID 86762190N-((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide

生成物 1

HCID 59505857N-{(S)-6-[(Isobutylmethylamino)methyl]-1,2,3,4-tetrahydronaphthalen-2-yl}-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

実験手順

To a mixture of N-((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-4-[(S)-1-(tetrahydrofuran-2-yl)methoxy]benzamide (0.50 g), THF (5 ml), methanol (2 ml), isobutylmethylamine (0.23 g) and acetic acid (0.24 g) was added polymer-bound sodium cyanoborohydride (2.7 mmol), and the suspension was agitated at room temperature for 12 hours. The polymer was filtered off with suction and the filtrate was concentrated. The residue was purified by preparative HPLC. The product was thus obtained with the molecular weight of 450.63 (C28H38N2O3); MS (ESI): 451 (M+H+).

後処理

  1. filtrationThe polymer was filtered off with suction
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by preparative HPLC
  4. customThe product was thus obtained with the molecular weight of 450.63 (C28H38N2O3)

出典と根拠

ORDレコード
ord-1233a39408ab49b29f2242c94b2fa111
出典データセット
uspto-grants-2013_12
特許番号
US08609731B2

反応ノート

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