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3-Aminobenzenesulfonic acid → 3-[(4S)-4-amino-5-methoxy-5-oxopentanamido]benzene-1-sulfonic acid

HRID 330870
ノート
印刷プレビュー

反応式

HRID 330870 の反応式
CC(OC([NH:8][C@H:9]([C:15]([O:17][CH3:18])=[O:16])[CH2:10][CH2:11][C:12]([OH:14])=O)=O)(C)C.F[P-](F)(F)(F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2N=CC=CC=2N=N1.C1C=NC2N(O)N=NC=2C=1.[NH2:53][C:54]1[CH:55]=[C:56]([S:60]([OH:63])(=[O:62])=[O:61])[CH:57]=[CH:58][CH:59]=1>C(Cl)Cl.FC(F)(F)C(O)=O.C(N(CC)CC)C>[NH2:8][C@H:9]([C:15]([O:17][CH3:18])=[O:16])[CH2:10][CH2:11][C:12]([NH:53][C:54]1[CH:55]=[C:56]([S:60]([OH:63])(=[O:61])=[O:62])[CH:57]=[CH:58][CH:59]=1)=[O:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 84743-Aminobenzenesulfonic acidHCID 181649HOAtHCID 7018754(4S)-4-(((tert-butoxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acidHCID 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 533792923-[(4S)-4-amino-5-methoxy-5-oxopentanamido]benzene-1-sulfonic acid

試薬・触媒・溶媒 3

HCID 6344Dichloromethane溶媒HCID 6422Trifluoroacetic acid溶媒HCID 8471Triethylamine溶媒

実験手順

Boc-Glu-OME, 130 mg (0.5 mmol), 190 mg (0.5 mmol) of 2-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (HATU), 70 mg (0.5 mmol) of 7-aza-1-hydroxybenzotriazole (HOAt) and 87 mg (0.5 mmol) of 3-aminobenzenesulfonic acid were suspended in 2.0 ml of methylene chloride, and 0.5 ml of triethylamine was added to the suspension. The mixture was stirred at room temperature overnight. After the solvent was removed by distillation, the purification step A was applied to give the intermediate. The crude product was dissolved in 4.0 ml of trifluoroacetic acid (TFA) and stirred at room temperature for an hour. After the solvent was removed by distillation, the purification step A was applied to give 7.4 mg of the title compound.

後処理

  1. customAfter the solvent was removed by distillation
  2. customthe purification step A
  3. customto give the intermediate
  4. stirringstirred at room temperature for an hour
  5. customAfter the solvent was removed by distillation
  6. customthe purification step A

出典と根拠

ORDレコード
ord-db182332e4ce4210a912e5dd18932d79
出典データセット
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08877739B2

反応ノート

読み込み中…

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