Reaktion #71774

ord-78de4d5aa6e44d29b3e19f00c2297b57

Reaktionsgleichung

CCO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1NC(=O)OCc1ccccc1
tert-butyl cis(±)-3-(4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate
CCO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1NC(=O)OCc1ccccc1
tert-Butyl cis(±)-3-(4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate
→
CCO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1N
title compound
CCO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1N
tert-Butyl cis(±)-3-(4-amino-3-ethoxypiperidin-1-yl)benzoate

Edukte

CCO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1NC(=O)OCc1ccccc1
tert-butyl cis(±)-3-(4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate
CCO[C@@H]1CN(c2cccc(C(=O)OC(C)(C)C)c2)CC[C@@H]1NC(=O)OCc1ccccc1
tert-Butyl cis(±)-3-(4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate

Reagenzien

[C].[Pd]
palladium-carbon

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The same operation as in Example (40e) was performed using tert-butyl cis(±)-3-(4-{[(benzyloxy)carbonyl]amino}-3-ethoxypiperidin-1-yl)benzoate obtained in Example (48d) (100 mg, 0.22 mmol) and a 10% palladium-carbon catalyst (40 mg) to obtain the title compound. The resulting compound was used for the next reaction without purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08536197B2uspto-grants-2013_09