Triethylammonium formate → HCID 59201460、化合物

HRID 451907ノート

反応式

HRID 451907 の反応式
[CH3:1][N:2]([CH2:12][C@@H:13]([NH:21][C:22]([N:24]1[CH2:29][CH2:28][CH2:27][C@@H:26]([C@H:30]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[O:31][CH2:32][CH2:33][NH:34][C:35](=[O:38])[O:36][CH3:37])[CH2:25]1)=[O:23])[CH2:14][CH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)C(OCC[Si](C)(C)C)=O.CCN(CC)CC.C(O)=O>CC#N>[CH3:1][NH:2][CH2:12][C@@H:13]([NH:21][C:22]([N:24]1[CH2:29][CH2:28][CH2:27][C@@H:26]([C@H:30]([C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[O:31][CH2:32][CH2:33][NH:34][C:35](=[O:38])[O:36][CH3:37])[CH2:25]1)=[O:23])[CH2:14][CH:15]1[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1

参加物

4

反応物 2

HCID 11084032Triethylammonium formateHCID 68712425HCID 68712425、化合物

生成物 1

HCID 59201460HCID 59201460、化合物収率 42.4%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

In a round bottom flask methyl 2-((R)—((R)-1-((S)-1-(N-methyl-N-(2-(trimethylsilyl)ethoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propan-2-ylcarbamoyl)piperidin-3-yl)(phenyl)methoxy)ethylcarbamate (20 mg, 0.03 mmol) and TEAF (15 mg, 0.07 mmol) was dissolved in a 15 mL of in MeCN. The solution was allowed to stir at reflux for 1 h. The mixture was concentrated in vacuo and purified by preparative HPLC to give methyl 2-((R)—((R)-1-((S)-1-(methylamino)-3-(tetrahydro-2H-pyran-4-yl)propan-2-ylcarbamoyl)piperidin-3-yl)(phenyl)methoxy)ethylcarbamate (6.24 mg, 42%).

後処理

  1. temperatureat reflux for 1 h
  2. concentrationThe mixture was concentrated in vacuo
  3. custompurified by preparative HPLC

出典と根拠

ORDレコード
ord-65d98b3cd0e14e799c793dbc3c7fd8a7
出典データセット
uspto-grants-2013_07
特許番号
US08487108B2

反応ノート

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