Hydrochloric Acid → (S)-2-amino-3-hydroxy-N-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethyl}propionamide

Participants

Role	Name	HCID	Charge
Reactant	Hydrochloric Acid	HCID 313	—
Reactant	((S)-2-hydroxy-1-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylcarbamoyl}ethyl)carbamic acid tert-butyl ester	HCID 67324809	—
Solvent	1,4-Dioxane	HCID 31275	—
Product	(S)-2-amino-3-hydroxy-N-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethyl}propionamide	HCID 67322250	—

Reaction Steps

The protecting group is cleaved off as already described using HCl in dioxane starting from 82 mg (0.16 mmol) of ((S)-2-hydroxy-1-{2-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]ethylcarbamoyl}ethyl)carbamic acid tert-butyl ester from step c. The product is purified by means of preparative HPLC and is in the form of the formate.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08907098B2
Source dataset	uspto-grants-2014_12
ORD ID	ord-b8317bcc5a754a2589d1ad8df4e5e953
Source note	uspto-grants-2014_12