Trifluoroacetic acid → HCID 178471612、化合物

HRID 852862ノート

反応式

HRID 852862 の反応式
[CH2:1]([O:3][C:4](=[O:41])[CH:5]=[CH:6][CH:7]([NH:33]C(OC(C)(C)C)=O)[CH2:8][C:9]1[N:10]=[CH:11][N:12](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:13]=1)[CH3:2].C(O)(C(F)(F)F)=O>>[CH2:1]([O:3][C:4](=[O:41])[CH:5]=[CH:6][CH:7]([NH2:33])[CH2:8][C:9]1[N:10]=[CH:11][NH:12][CH:13]=1)[CH3:2]

参加物

3

反応物 2

HCID 6422Trifluoroacetic acidHCID 694162234-tert-Butoxycarbonylamino-5-(1-trityl-1H-imidazol-4-yl)-pent-2-enoic acid ethyl ester

生成物 1

HCID 178471612HCID 178471612、化合物収率 53%

実験手順

A representative procedure is as follows. 4-tert-Butoxycarbonylamino-5-(1-trityl-1H-imidazol-4-yl)-pent-2-enoic acid ethyl ester (100 mg, 0.181 mmol) was stirred with TFA (5 mL) overnight under an atmosphere of argon. The TFA was removed and the residue triturated with Et2O. The remaining solid was subject to preparative reverse phase HPLC (30% B to 100% B over 20 min) to yield after lyophilization a gum (20 mg, 53%). 1H NMR (300 MHz, d6-DMSO) δ 1.19 (3H, t, J=7.02), 3.19 (2H, br s), 4.12 (2H, q, J=7.02), 4.33 (1H, m), 6.09 (1H, d, J=15.87), 6.76 (1H, dd, J=7.14, 15.87), 7.49 (1H, br s), 9.01 (1H, br s). 13C NMR (d6-DMSO) δ 164.76, 141.83, 134.64, 127.39, 125.08, 118.09, 60.58, 50.03, 27.57, 14.06.

後処理

  1. customThe TFA was removed
  2. customthe residue triturated with Et2O
  3. customwas subject to preparative reverse phase HPLC (30% B to 100% B over 20 min)

出典と根拠

ORDレコード
ord-27124b55238d4ea281bf2ea94a942cda
出典データセット
uspto-grants-2007_08
特許番号
US07253194B2

反応ノート

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