Reaktion #505532

ord-4256ec0fd27041d69ff4bd6d6f593a98

Reaktionsgleichung

CC(C)(C)OC(=O)N[C@H]1CCc2nc(NC(=O)OCc3ccccc3)sc2C1
((S)-6-tert-butoxycarbonylamino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester
O=C(O)C(F)(F)F
TFA
→
N[C@H]1CCc2nc(NC(=O)OCc3ccccc3)sc2C1.O=C(O)C(F)(F)F
((S)-6-amino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester trifluoroacetate

Edukte

CC(C)(C)OC(=O)N[C@H]1CCc2nc(NC(=O)OCc3ccccc3)sc2C1
((S)-6-tert-butoxycarbonylamino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester
O=C(O)C(F)(F)F
TFA

Reagenzien

Keine

Lösungsmittel

ClCCl
CH2Cl2

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenConcentrated

Vorschrift

Dissolved ((S)-6-tert-butoxycarbonylamino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester in 20 mL of CH2Cl2. Added 20 mL of TFA. Stirred for 1 h. LC-MS analysis indicated complete deprotection of BOC group. Concentrated to give 46.0 g of ((S)-6-amino-4,5,6,7-tetrahydro-benzothiazol-2-yl)-carbamic acid benzyl ester trifluoroacetate as pale yellow solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08093266B2uspto-grants-2012_01