Sodium Hydroxide → 4-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-1-methanesulfonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid

HRID 446963

Reaktionsgleichung

Reaktionsgleichung von HRID 446963
C[O:2][C:3]([CH:5]1[CH2:9][N:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH:7]2[CH2:14][CH2:15][N:16]([C:17](=[O:39])[CH:18]([NH:25][C:26](=[O:38])[CH:27]([N:29]([C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[CH3:30])[CH3:28])[CH:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[CH:6]12)=[O:4].[OH-].[Na+]>CO>[C:34]([O:33][C:31]([N:29]([CH3:30])[CH:27]([CH3:28])[C:26]([NH:25][CH:18]([CH:19]1[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]1)[C:17]([N:16]1[CH:6]2[CH:7]([N:8]([S:10]([CH3:13])(=[O:12])=[O:11])[CH2:9][CH:5]2[C:3]([OH:4])=[O:2])[CH2:14][CH2:15]1)=[O:39])=[O:38])=[O:32])([CH3:37])([CH3:36])[CH3:35]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 672813824-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-1-methanesulfonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acid methyl ester

Produkt 1

HCID 672809014-{2-[2-(tert-Butoxycarbonyl-methyl-amino)-propionylamino]-2-cyclohexyl-acetyl}-1-methanesulfonyl-octahydro-pyrrolo[3,2-b]pyrrole-3-carboxylic acidAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 20 (362 mg, 0.63 mmol) in MeOH (10 mL) was treated with 1M NaOH (2 mL) at ambient temperature. After 1 h, the solution was concentrated and diluted with EtOAc and 1M HCl. The layers were separated and the aqueous phase was extracted with EtOAc. The combined organic extracts were washed successively with 1M HCl, brine, dried over anhydrous Na2SO4, filtered and concentrated to afford 21 as a yellow-colored foam (278 mg) which was used without further purification.

Aufarbeitung

  1. concentrationthe solution was concentrated
  2. additiondiluted with EtOAc and 1M HCl
  3. customThe layers were separated
  4. extractionthe aqueous phase was extracted with EtOAc
  5. washThe combined organic extracts were washed successively with 1M HCl, brine
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-2eda79119c3e4767852841a286523225
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481495B2

Verknüpfte Notizen

Wird geladen…