Toluene-4-thiosulfonic acid S-(4,5-bis-tert-butoxycarbonylamino-2-isopropyl-phenyl) ester → Toluene-4-thiosulfonic acid S-(4,5-diamino-2-isopropyl-phenyl)ester

HRID 23491Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 23491
C(OC([NH:8][C:9]1[C:14]([NH:15]C(OC(C)(C)C)=O)=[CH:13][C:12]([S:23][S:24]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)(=[O:26])=[O:25])=[C:11]([CH:34]([CH3:36])[CH3:35])[CH:10]=1)=O)(C)(C)C>C(Cl)Cl>[NH2:8][C:9]1[C:14]([NH2:15])=[CH:13][C:12]([S:23][S:24]([C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)(=[O:26])=[O:25])=[C:11]([CH:34]([CH3:36])[CH3:35])[CH:10]=1

Komponenten

3

Edukt 1

HCID 69753768Toluene-4-thiosulfonic acid S-(4,5-bis-tert-butoxycarbonylamino-2-isopropyl-phenyl) ester

Produkt 1

HCID 69734761Toluene-4-thiosulfonic acid S-(4,5-diamino-2-isopropyl-phenyl)ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Toluene-4-thiosulfonic acid S-(4,5-bis-tert-butoxycarbonylamino-2-isopropyl-phenyl)ester (prepared in Example UU-1; 8.88 g, 16.6 mmol) was dissolved in CH2Cl2 (25 mL), and HCl gas was bubbled through the solution for 15 minutes. The reaction mixture was stirred at room temperature for 90 minutes. The solvents were evaporated, and the residue was dissolved in MeOH (10 mL) and treated with pH 7.5 buffer. The precipitate that formed was filtered and dried. MS(APCI): 337 (M+H).

Aufarbeitung

  1. customHCl gas was bubbled through the solution for 15 minutes
  2. customThe solvents were evaporated
  3. dissolutionthe residue was dissolved in MeOH (10 mL)
  4. additiontreated with pH 7.5 buffer
  5. customThe precipitate that formed
  6. filtrationwas filtered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5fa63e22d0ae4f559d38c467eb838e0c
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852711B2

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