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

HRID 1913811노트

반응식

HRID 1913811 반응식
[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]

참가 물질

7

반응물 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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 887Methanol용매

실험 절차

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+).

후처리

  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)

출처 및 근거

ORD 기록
ord-1233a39408ab49b29f2242c94b2fa111
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609731B2

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