1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-{4-[4-(2-trimethylsilanyl-ethoxy-methoxy)-benzoyloxymethyl]-phenyl}-piperidine-1-carboxylate

Participants

Role	Name	HCID	Charge
Reactant	1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride	HCID 2723939	—
Reactant	4-(2-Trimethylsilanyl-ethoxymethoxy)-benzoic acid	HCID 11334685	—
Reactant	tert-butyl (3RS,4RS)-4-(4-hydroxymethyl-phenyl)-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate	HCID 53699338	—
Product	tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-{4-[4-(2-trimethylsilanyl-ethoxy-methoxy)-benzoyloxymethyl]-phenyl}-piperidine-1-carboxylate	HCID 86604398	—

Reaction Steps

In an analogous manner to that described under (g) by condensing tert-butyl (3RS,4RS)-4-(4-hydroxymethyl-phenyl)-3-(naphthalen-2-ylmethoxy)-piperidine-1-carboxylate and 4-(2-trimethylsilanyl-ethox-ymethoxy)-benzoic acid using N-ethyl-N'-(3-dimethylaminopropyl)-carbodiimide hydrochloride (EDC) as the condensation agent there was obtained tert-butyl (3RS,4RS)-3-(naphthalen-2-ylmethoxy)-4-{4-[4-(2-trimethylsilanyl-ethoxy-methoxy)-benzoyloxymethyl]-phenyl}-piperidine-1-carboxylate; MS: 715 (M+NH4)+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06051712
Source dataset	uspto-grants-2000_04
ORD ID	ord-9d43e5ffbeb84a3cadaecc15f0fe61ee
Source note	uspto-grants-2000_04