Phosphoric Acid → (S)-N-((S)-5-((1-Ethyl-2-oxoindolin-4-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)-2-(methylamino)propanamide

HRID 1055463ノート

反応式

HRID 1055463 の反応式
P(=O)(O)(O)[OH:2].Cl[C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][C:14]=2[CH2:16][N:17]2[C:23](=[O:24])[C@@H:22]([NH:25][C:26](=[O:38])[C@@H:27]([N:29](C)[C:30](=O)OC(C)(C)C)[CH3:28])[CH2:21][O:20][C:19]3[CH:39]=[CH:40][CH:41]=[CH:42][C:18]2=3)[N:9]([CH2:43][CH3:44])[CH:8]=1>C([O-])(O)=O.[Na+]>[CH2:43]([N:9]1[C:10]2[C:15](=[C:14]([CH2:16][N:17]3[C:23](=[O:24])[C@@H:22]([NH:25][C:26](=[O:38])[C@@H:27]([NH:29][CH3:30])[CH3:28])[CH2:21][O:20][C:19]4[CH:39]=[CH:40][CH:41]=[CH:42][C:18]3=4)[CH:13]=[CH:12][CH:11]=2)[CH2:7][C:8]1=[O:2])[CH3:44]

参加物

4

反応物 2

HCID 1004Phosphoric AcidHCID 131736364tert-butyl (S)-1-((S)-5-((3-chloro-1-ethyl-1H-indol-4-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate

生成物 1

HCID 73055432(S)-N-((S)-5-((1-Ethyl-2-oxoindolin-4-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-yl)-2-(methylamino)propanamide収率 14.8%

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

実験手順

Phosphoric acid (13.2 mg, 2 mL, 108 μmol, Eq: 1.00) was added to tert-butyl (S)-1-((S)-5-((3-chloro-1-ethyl-1H-indol-4-yl)methyl)-4-oxo-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepin-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (60 mg, 108 μmol, Eq: 1.00) and the mixture stirred at RT for 2 h. The mixture was diluted with sat. NaHCO3 and extracted with DCM. The combined extracts were concentrated and the residue was purified by preparative TLC to give the title compound (7 mg, 14%) as a solid. MS m/z 437 (MH+)

後処理

  1. extractionextracted with DCM
  2. concentrationThe combined extracts were concentrated
  3. customthe residue was purified by preparative TLC

出典と根拠

ORDレコード
ord-a13f11537ddb45eab2030ebe71f9a716
出典データセット
uspto-grants-2016_07
特許番号
US09394263B2

反応ノート

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