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Triethylamine → HCID 57488852、化合物

HRID 2114365
ノート
印刷プレビュー

反応式

HRID 2114365 の反応式
F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2N=N1.[NH:28]1[CH2:32][CH2:31][CH2:30][CH2:29]1.CCN(CC)CC.[C:40]([NH:47][C@:48]([C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)([C:50](O)=[O:51])[CH3:49])([O:42][C:43]([CH3:46])([CH3:45])[CH3:44])=[O:41]>CN(C=O)C>[C:56]1([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:55]=[CH:54][C:53]([C:48]([NH:47][C:40](=[O:41])[O:42][C:43]([CH3:46])([CH3:45])[CH3:44])([CH3:49])[C:50](=[O:51])[N:28]2[CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:58][CH:57]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 57183565(R)-2-((tert-butoxycarbonyl)amino)-2-phenylpropanoicacid

生成物 1

HCID 57488852HCID 57488852、化合物収率 88.2%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

BOP (880 mg, 2.0 mmol) was added to a mixture containing pyrrolidine (142 mg, 2.0 mmol), Et3N (279 ul, 2.0 mmol) and N-Boc-2-phenylalanine (570 mg, 1.67 mmol) in DMF (10 ml) and the resulting mixture was stirred at room temperature for 16 h. The solvent was removed under reduced pressure and the residue was taken up in EtOAc and washed with brine, dried and concentrated. The crude product was purified by column chromatography (48 g silica gel 60,230-400 mesh, 20% EtOAc in hexane as eluent) to give 581 mg (75%) of the title compound as a white solid. MS(ES) m/e 395.6 [M+H]1

後処理

  1. customThe solvent was removed under reduced pressure
  2. washwashed with brine
  3. customdried
  4. concentrationconcentrated
  5. customThe crude product was purified by column chromatography (48 g silica gel 60,230-400 mesh, 20% EtOAc in hexane as eluent)

出典と根拠

ORDレコード
ord-5afe29fdc5f043879b6998fdb244651c
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07432258B2

反応ノート

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