反応式
[NH2:1][C@@H:2]([C:4]([OH:6])=[O:5])[CH3:3].C(N(CC)C(C)C)(C)C.[O:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[CH:18]=[C:17]1[C:25]([NH:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[CH:39]=[CH:38][C:37]([S:40](Cl)(=[O:42])=[O:41])=[CH:36][CH:35]=2)=[CH:30][CH:29]=1)=[O:26]>O.CN(C=O)C.C(#N)C>[O:16]1[C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=2[CH:18]=[C:17]1[C:25]([NH:27][C:28]1[CH:29]=[CH:30][C:31]([C:34]2[CH:39]=[CH:38][C:37]([S:40]([NH:1][C@@H:2]([C:4]([OH:6])=[O:5])[CH3:3])(=[O:42])=[O:41])=[CH:36][CH:35]=2)=[CH:32][CH:33]=1)=[O:26]参加物
反応物 3
生成物 1
試薬・触媒・溶媒 3
実験手順
To a solution of D-alanine (0.15 mmol, 14 mg) in water (0.5 mL) and DMF (0.1 mL) was added N,N-diisopropylethylamine (52 uL, 0.3 mmol) and 4′-[(benzofuran-2-carbonyl)-amino]-biphenyl-4-sulfonyl chloride (0.1 mmol, 41 mg) as a solution in acetonitrile (0.4 mL). The resulting solution was shaken at room temperature for 4 hours and purified by semi-preparative RP-HPLC (Gilson Preparative HPLC conditions: Gilson Preparative HPLC system; YMC Pro C18, 20 mm×50 mm ID, 5 uM column; 2 mL injection; Solvent A: 0.02% TFA/water; Solvent B: 0.02% TFA/acetonitrile; Gradient: Time 0: 95% A; 2 min: 95% A; 14 min: 10% A, 15 min: 10% A, 16 min: 95% A; Flow rate 22.5 mL/min; Detection: 254 nm DAD.) to provide N-({4′-[(1-benzofuran-2-ylcarbonyl)amino]-1,1′-biphenyl-4-yl}sulfonyl)-D-alanine.
後処理
- custompurified by semi-preparative RP-HPLC (Gilson Preparative HPLC conditions: Gilson Preparative HPLC system; YMC Pro C18, 20 mm×50 mm ID, 5 uM column; 2 mL injection; Solvent A: 0.02% TFA/water; Solvent B: 0.02% TFA/acetonitrile; Gradient: Time 0: 95% A; 2 min: 95% A; 14 min: 10% A, 15 min: 10% A, 16 min: 95% A; Flow rate 22.5 mL/min; Detection: 254 nm DAD.)
出典と根拠
- ORDレコード
- ord-8c0cc42172bb4ebc9c2334034adf4885
- 出典データセット
- uspto-grants-2008_09
- 特許番号
- US07420001B2
関連ノート
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