Ethanolamine → N-((1S)-1-(4-chlorophenylmethyl)-2-chloroethyl)-N-isobutylammonium chloride

https://huagongshe.com/de/reaction/276499

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Ethanolamine	HCID 700	—
Edukt	Thionyl Chloride	HCID 24386	—
Edukt	1,3-Oxazolidine	HCID 536683	—
Edukt	(S)-2-Amino-3-(4-chlorophenyl)propan-1-OL	HCID 719509	—
Edukt	(4S)-2-isopropyl-4-(4-chlorophenylmethyl)-1,3-oxazolidine	HCID 57189183	—
Edukt	N-((1S)-1-(4-chlorophenylmethyl)-2-hydroxyethyl)-N-isobutylamine	HCID 69993392	—
Produkt	N-((1S)-1-(4-chlorophenylmethyl)-2-chloroethyl)-N-isobutylammonium chloride	HCID 22951241	—

Reaktionsschritte

(1S)-1-(4-Chlorophenylmethyl)-2-hydroxyethylamine was made from (L)-4-chlorophenylalanine methyl ester as described in Method B1b. The 2-hydroxyethylamine was converted to (4S)-2-isopropyl-4-(4-chlorophenylmethyl)-1,3-oxazolidine according to Method B4c, Step 1. The oxazolidine was reduced to N-((1S)-1-(4-chlorophenylmethyl)-2-hydroxyethyl)-N-isobutylamine according to Method B4c, Step 2. The resulting 2-Hydroxyethylamine was treated with SOCl2 according to Method B7c to give N-((1S)-1-(4-chlorophenylmethyl)-2-chloroethyl)-N-isobutylammonium chloride. 2-Ethyl-4-cyanophenyl isothiocyanate was reacted with N-((1S)-1-(4-chlorophenylmethyl)-2-chloroethyl)-N isobutylammonium chloride according to Method C1b to give (4S)-2-(2-ethyl-4-cyanophenylimino)-4-(4-chlorophenylmethyl)-3-isobutyl-1,3-thiazolidine HCl salt.

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US06353006B1
Quelldatensatz	uspto-grants-2002_03
ORD ID	ord-dc036e81bb9448f2b749aafb9919532d
Quellennotiz	uspto-grants-2002_03