3-((Tert-butyldimethylsilyl)oxy)propanal → 3-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propan-1-ol

Participants

Role	Name	HCID	Charge
Reactant	3-((Tert-butyldimethylsilyl)oxy)propanal	HCID 3662392	—
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	3-{1-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-4-ylamino}propan-1-ol	HCID 67325018	—

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 3-(tert-butyldimethylsilanyloxy)propionaldehyde. 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. The fractions were extracted under basic conditions, dried, filtered and evaporated.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08907098B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-5016493ec81a4ac2b5e66c0f879459a7
Source note	uspto-grants-2014_12