2-(4-Iodophenyl)-2-methylpropanenitrile → 2-(4-((S)-((S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(hydroxy)methyl)phenyl)-2-methylpropanenitrile

Participants

Role	Name	HCID	Charge
Reactant	2-(4-Iodophenyl)-2-methylpropanenitrile	HCID 66579950	—
Reactant	(S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde	HCID 86662512	—
Solvent	Tetrahydrofuran	HCID 8028	—
Product	2-(4-((S)-((S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(hydroxy)methyl)phenyl)-2-methylpropanenitrile	HCID 66762162	—

Reaction Steps

Obtained by starting from (S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde and 2-(4-iodophenyl)-2-methylpropanenitrile. A 1.3 M solution of isopropylmagnesium chloride-lithium chloride complex in tetrahydrofurane is used instead of isopropylmagnesium chloride.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09029544B2
Source dataset	uspto-grants-2015_05
ORD ID	ord-e31726c09f9640cbaa10a9e2af2c4900
Source note	uspto-grants-2015_05