تفاعل #660898

ord-83ea8c4bb296436ea9a7fd8fae93f9fd

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
C[CH](C)[Mg][Cl].[Cl-].[Li+]
isopropylmagnesium chloride lithium chloride
C[CH](C)[Mg][Cl]
isopropylmagnesium chloride
FS(F)(F)(F)(F)c1ccc(I)cc1
1-iodo-4-pentafluorosulfanyl-benzene
→
CC(C)c1nc2c(c(I)c1[C@@H](O)c1ccc(S(F)(F)(F)(F)F)cc1)[C@@H](O[Si](C)(C)C(C)(C)C)CC(C)(C)C2
(S)—((S)-5-(tert-butyldimethylsilyloxy)-4-iodo-2-isopropyl-7,7-dimethyl-5,6,7,8-tetrahydroquinolin-3-yl)(4-(pentafluorosulfanyl)phenyl)methanol

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
—
solution
—
solution
C[CH](C)[Mg][Cl].[Cl-].[Li+]
isopropylmagnesium chloride lithium chloride
C[CH](C)[Mg][Cl]
isopropylmagnesium chloride
FS(F)(F)(F)(F)c1ccc(I)cc1
1-iodo-4-pentafluorosulfanyl-benzene

الكواشف

لا شيء

المذيبات

C1CCOC1
tetrahydrofurane
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 1-iodo-4-pentafluorosulfanyl-benzene. A 1.3 M solution of isopropylmagnesium chloride-lithium chloride-complex in tetrahydrofurane is used instead of a 2 M solution of isopropylmagnesium chloride in tetrahydrofurane.

المصدر

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