Pyridine → 3-[(4S)-4-amino-5-ethoxy-5-oxopentanamido]-5-chloro-2-hydroxybenzene-1-sulfonic acid

HRID 330872ノート

反応式

HRID 330872 の反応式
CN(C(ON1N=[N:16][C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1C=NC2N([OH:34])N=NC=2C=1.NC1[C:37]([OH:47])=[C:38]([S:43]([OH:46])(=[O:45])=[O:44])[CH:39]=[C:40]([Cl:42])[CH:41]=1.N1[CH:53]=[CH:52]C=CC=1.[C:54]([OH:60])(C(F)(F)F)=[O:55]>CN(C=O)C>[NH2:16][C@H:11]([C:54]([O:60][CH2:52][CH3:53])=[O:55])[CH2:12][CH2:13][C:14]([NH:15][C:10]1[C:37]([OH:47])=[C:38]([S:43]([OH:46])(=[O:44])=[O:45])[CH:39]=[C:40]([Cl:42])[CH:41]=1)=[O:34]

参加物

7

反応物 5

HCID 1049PyridineHCID 6422Trifluoroacetic acidHCID 69273-Amino-5-chloro-2-hydroxybenzenesulfonic acidHCID 181649HOAtHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

生成物 1

HCID 534690273-[(4S)-4-amino-5-ethoxy-5-oxopentanamido]-5-chloro-2-hydroxybenzene-1-sulfonic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

After 92 mg (0.33 mmol) of the compound obtained in Step 1, 130 mg (0.33 mmol) of HATU, 45 mg (0.33 mmol) of HOAt and 77 mg (0.33 mmol) of 3-amino-5-chloro2-hydroxybenzenesulfonic acid were suspended in 1.0 ml of DMF, 0.25 ml of pyridine was added to the suspension. The mixture was stirred at room temperature overnight. The solvent was removed by distillation and the mixture was purified in accordance with the purification step A to give the intermediate. The crude product was dissolved in 4.0 ml of TFA. The solution was stirred at room temperature for an hour. The solvent was removed by distillation and the mixture was purified in accordance with the purification step A to give 47.2 mg of the title compound.

後処理

  1. customThe solvent was removed by distillation
  2. customthe mixture was purified in accordance with the purification step A
  3. customto give the intermediate
  4. stirringThe solution was stirred at room temperature for an hour
  5. customThe solvent was removed by distillation
  6. customthe mixture was purified in accordance with the purification step A

出典と根拠

ORDレコード
ord-64343dd915bd4ddc917e9314ddae75ac
出典データセット
uspto-grants-2014_11
特許番号
US08877739B2

反応ノート

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