Hydrochloric Acid → 4-{4-[({[5-Amino-2-(cyclopropylsulfanyl)phenyl]methyl}(methyl)carbamoyl)[(1-{bis[(tert-butoxy)carbonyl]amino}-4-fluoroisoquinolin-6-yl)amino]methyl]-2,6-dimethylphenyl}-3-hydroxybutanoic acid

HRID 708815Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 708815
[Li+].[OH-].[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([S:59][CH:60]2[CH2:62][CH2:61]2)=[C:8]([CH2:10][N:11]([CH3:58])[C:12]([CH:14]([NH:31][C:32]2[CH:33]=[C:34]3[C:39](=[CH:40][CH:41]=2)[C:38]([N:42]([C:50]([O:52][C:53]([CH3:56])([CH3:55])[CH3:54])=[O:51])[C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])=[N:37][CH:36]=[C:35]3[F:57])[C:15]2[CH:20]=[C:19]([CH3:21])[C:18]([CH2:22][CH:23]([OH:29])[CH2:24][C:25]([O:27]C)=[O:26])=[C:17]([CH3:30])[CH:16]=2)=[O:13])[CH:9]=1.Cl>C1COCC1>[NH2:3][C:4]1[CH:5]=[CH:6][C:7]([S:59][CH:60]2[CH2:61][CH2:62]2)=[C:8]([CH2:10][N:11]([CH3:58])[C:12]([CH:14]([NH:31][C:32]2[CH:33]=[C:34]3[C:39](=[CH:40][CH:41]=2)[C:38]([N:42]([C:50]([O:52][C:53]([CH3:54])([CH3:55])[CH3:56])=[O:51])[C:43]([O:45][C:46]([CH3:48])([CH3:49])[CH3:47])=[O:44])=[N:37][CH:36]=[C:35]3[F:57])[C:15]2[CH:16]=[C:17]([CH3:30])[C:18]([CH2:22][CH:23]([OH:29])[CH2:24][C:25]([OH:27])=[O:26])=[C:19]([CH3:21])[CH:20]=2)=[O:13])[CH:9]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 118093103Methyl 4-{4-[({[5-amino-2-(cyclopropylsulfanyl)phenyl]methyl}(methyl)carbamoyl)[(1 {bis[(tert-butoxy)carbonyl]amino}-4-fluoroisoquinolin-6-yl)amino]methyl]-2,6-dimethylphenyl}-3-hydroxybutanoate

Produkt 1

HCID 1180928014-{4-[({[5-Amino-2-(cyclopropylsulfanyl)phenyl]methyl}(methyl)carbamoyl)[(1-{bis[(tert-butoxy)carbonyl]amino}-4-fluoroisoquinolin-6-yl)amino]methyl]-2,6-dimethylphenyl}-3-hydroxybutanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1.0 M LiOH (0.266 mL, 0.266 mmol) was added to a solution of 2D (225 mg, 0.266 mmol) in THF (2 mL) and stirred for 6 h at rt. HCl (0.266 mL, 1 M) was added and the mixture was extracted with EtOAc. The combined organics were washed with brine, dried over Na2SO4 and concentrated in vacuo. The product 2E was used without further purification. MS (ESI) m/z: 832.7 (M+H)+.

Aufarbeitung

  1. extractionthe mixture was extracted with EtOAc
  2. washThe combined organics were washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customThe product 2E was used without further purification

Quellen und Nachweise

ORD-Eintrag
ord-2b3f917c36d64adfac1c6b330a0ea420
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174974B2

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