Reaktion #11080

ord-96eaada888e34835aeae2998f8196457

Reaktionsgleichung

CC1(C(=O)O)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 19b
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
COCC1(C(=O)OC(C)(C)C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 23a
COCC1(C(=O)OC(C)(C)C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
3-benzyloxycarbonylamino-6-methoxymethyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid tert-butyl ester
→
COCC1(C(=O)O)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 23b
COCC1(C(=O)O)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
3-benzyloxycarbonylamino-6-methoxymethyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid

Edukte

CC1(C(=O)O)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 19b
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
COCC1(C(=O)OC(C)(C)C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
intermediate 23a
COCC1(C(=O)OC(C)(C)C)CCc2ncc(NC(=O)OCc3ccccc3)c(=O)n21
3-benzyloxycarbonylamino-6-methoxymethyl-4-oxo-4,6,7,8-tetrahydro-pyrrolo[1,2-a]pyrimidine-6-carboxylic acid tert-butyl ester

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

According to the procedure for the preparation of intermediate 19b, intermediate 23a (87 mg, 0.203 mmol) was deprotected to afford 76 mg (quantitative) of intermediate 23b. MS (ESI) 418.3 (M 2Na++H+), 372.2 (M−H+).

Quelle

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