تفاعل #660888

ord-e31726c09f9640cbaa10a9e2af2c4900

معادلة التفاعل

CC(C)c1nc2c(c(I)c1C=O)[C@@H](O[Si](C)(C)C(C)(C)C)CC(C)(C)C2
(S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde
CC(C)(C#N)c1ccc(I)cc1
2-(4-iodophenyl)-2-methylpropanenitrile
→
CC(C)c1nc2c(c(I)c1[C@@H](O)c1ccc(C(C)(C)C#N)cc1)[C@@H](O[Si](C)(C)C(C)(C)C)CC(C)(C)C2
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

المتفاعلات

CC(C)c1nc2c(c(I)c1C=O)[C@@H](O[Si](C)(C)C(C)(C)C)CC(C)(C)C2
(S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinoline-3-carbaldehyde
CC(C)(C#N)c1ccc(I)cc1
2-(4-iodophenyl)-2-methylpropanenitrile
—
solution

الكواشف

لا شيء

المذيبات

C1CCOC1
tetrahydrofurane

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىObtained

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09029544B2uspto-grants-2015_05