Reaktion #11069

ord-87b4f71a3c464d95bdbbcf9b03be006a

Reaktionsgleichung

CC(C)(C)OC(=O)C1(C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 19a
CC(C)(C)OC(=O)C1(C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
3-benzyloxycarbonylamino-6-methyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid tert-butyl ester
ClCCl.O=C(O)C(F)(F)F
TFA CH2Cl2
→
CC1(C(=O)O)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 19b
Ausbeute 105.5%
CC1(C(=O)O)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
3-benzyloxycarbonylamino-6-methyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid
Ausbeute 105.5%

Edukte

CC(C)(C)OC(=O)C1(C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 19a
CC(C)(C)OC(=O)C1(C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
3-benzyloxycarbonylamino-6-methyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid tert-butyl ester
ClCCl.O=C(O)C(F)(F)F
TFA CH2Cl2

Reagenzien

O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenThe mixture was concentrated in vacuo

Vorschrift

A solution of intermediate 19a (55 mg, 0.138 mmol) in 4 mL 1:1 TFA/CH2Cl2 with 2 drops water was stirred at rt for 12 h. The mixture was concentrated in vacuo, then coevaporated with CCl4 to afford 50 mg of intermediate 19b (quantitative), which was used without further purification in the following step.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07094783B2uspto-grants-2006_08