2-((Tert-butyldimethylsilyl)oxy)acetaldehyde → 2-((2-Hydroxyethyl)-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-yl}amino)ethanol

Participants

Role	Name	HCID	Charge
Reactant	2-((Tert-butyldimethylsilyl)oxy)acetaldehyde	HCID 4187788	—
Reactant	TBAF tetrahydrofuran	HCID 11078149	—
Reactant	1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrobromide	HCID 68380909	—
Product	2-((2-Hydroxyethyl)-{1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-yl}amino)ethanol	HCID 68304963	—

Reaction Steps

The preparation is carried out starting from 1-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamine hydrobromide and (tertbutyldimethylsilanyloxy)acetaldehyde. The protecting group is cleaved off as already described by means of a 1M TBAF/THF solution. The product was purified by means of reversed-phase chromatography and converted into the hydrochloride.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08907098B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-f66347cb7a4d4c7ab2fdf7167d988c59
Source note	uspto-grants-2014_12