Ethyl 4-piperidinecarboxylate → (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(4-ethoxycarbonylpiperidin-1-yl)carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile

Participants

Role	Name	HCID	Charge
Reactant	Ethyl 4-piperidinecarboxylate	HCID 70770	—
Reactant	(2S,4S)-1-[(N-benzyloxycarbonyl-N-[4-(benzotriazol-1-yl)oxycarbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile	HCID 57756828	—
Product	(2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(4-ethoxycarbonylpiperidin-1-yl)carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile	HCID 68843930	—

Reaction Steps

In a similar manner to Example 4, (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(benzotriazol-1-yl)oxycarbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (50.0 mg) and 4-ethoxycarbonylpiperidine (20.1 μL) were used to obtain (2S,4S)-1-[[N-benzyloxycarbonyl-N-[4-(4-ethoxycarbonylpiperidin-1-yl)carbonylbicyclo[2.2.2]oct-1-yl]amino]acetyl]-4-fluoropyrrolidine-2-carbonitrile (43.1 mg).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07560569B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-ec56adda3f25460e8ce824bb147d19c7
Source note	uspto-grants-2009_07