Benzylamine → HCID 86650906、化合物

HRID 2093017ノート

反応式

HRID 2093017 の反応式
[C:1]([O:5][C:6]([NH:8][C@H:9]([CH2:13][O:14][CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][O:16]1)[C:10]([OH:12])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N1C=CN=C1)(N1C=CN=C1)=O.[CH2:33]([NH2:40])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1>ClCCl>[CH2:33]([NH:40][C:10](=[O:12])[CH:9]([NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:13][O:14][C@@H:15]1[CH2:20][CH2:19][CH2:18][CH2:17][O:16]1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1

参加物

5

反応物 3

HCID 7504BenzylamineHCID 682631,1'-CarbonyldiimidazoleHCID 22882011(2R)-2-[(tert-butoxycarbonyl)amino]-3-(tetrahydro-2H-pyran-2-yloxy)propanoic acid

生成物 1

HCID 86650906HCID 86650906、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a cold solution (5° C.) of 10.00 g of Intermediate 2 in 150 mL of dichloromethane was added 5.89 g (0.036 mol) of 1,1′-carbonyldiimidazole. The mixture was allowed to warm to room temperature and stirred for 1.5 hours. Then, it was cooled to 5° C. and 4.37 g (0.041 mol) of benzylamine was added dropwise and the reaction was stirred at room temperature overnight. The organic phase was washed with 1 M HCl (2×80 mL), sodium bicarbonate solution (2×80 mL), water (80 mL), brine (80 mL) and dried over sodium sulfate. The solvent was evaporated under vacuum yielding 14.36 g as an oil. The oil was not purified and used directly in the following step.

後処理

  1. temperatureThen, it was cooled to 5° C.
  2. stirringthe reaction was stirred at room temperature overnight
  3. washThe organic phase was washed with 1 M HCl (2×80 mL), sodium bicarbonate solution (2×80 mL), water (80 mL), brine (80 mL)
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was evaporated under vacuum
  6. customyielding 14.36 g as an oil
  7. customThe oil was not purified

出典と根拠

ORDレコード
ord-0441beb377384f4da3129ef9cbdf19cc
出典データセット
uspto-grants-2013_05
特許番号
US08440861B2

反応ノート

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