Trifluoroacetic acid → (S)-2-Amino-3-[4-([2,6]naphthyridin-1-ylamino)phenyl] propionic acid methyl ester

HRID 852252ノート

反応式

HRID 852252 の反応式
[CH3:1][O:2][C:3](=[O:31])[C@@H:4]([NH:23]C(OC(C)(C)C)=O)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][N:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][N:14]=2)=[CH:8][CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3](=[O:31])[C@@H:4]([NH2:23])[CH2:5][C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13]2[C:22]3[C:17](=[CH:18][N:19]=[CH:20][CH:21]=3)[CH:16]=[CH:15][N:14]=2)=[CH:10][CH:11]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 69376816HCID 69376816、化合物

生成物 1

HCID 69376840(S)-2-Amino-3-[4-([2,6]naphthyridin-1-ylamino)phenyl] propionic acid methyl ester収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of (S)-2-tert-butoxycarbonylamino-3-[4-([2,6]naphthyridin-1-ylamino)phenyl] propionic acid methyl ester (405 mg, 0.96 mmol) in dichloromethane (11.5 ml) was, treated with trifluoroacetic acid (11.5 ml) and stirred at room temperature for 2 h. The volatiles were removed in vacuo and the residue was partitioned between EtOAc (80 ml) and saturated aqueous NaHCO3 (30 ml). The phases were separated and the aqueous layer re-extracted with EtOAc (3×30 ml). The combined organic extracts were dried (MgSO4) and evaporated in vacuo to afford the title compound (308 mg, 100%) as a dark viscous oil.

後処理

  1. customThe volatiles were removed in vacuo
  2. customthe residue was partitioned between EtOAc (80 ml) and saturated aqueous NaHCO3 (30 ml)
  3. customThe phases were separated
  4. extractionthe aqueous layer re-extracted with EtOAc (3×30 ml)
  5. dry with materialThe combined organic extracts were dried (MgSO4)
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-b9f90fb5bdf24ecbb691789d0b27da4a
出典データセット
uspto-grants-2007_08
特許番号
US07253171B2

反応ノート

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