389091-74-1

Basic information

• Product Name: Benzenamine, 5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-iodo-2-methyl-
• CAS NO: 389091-74-1
• Molecular Formula: C14H24INOSi
• Molecular Weight: 377.341
• Mol File: 389091-74-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Benzenamine, 5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-iodo-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-iodo-2-methyl-(389091-74-1)
• EPA Substance Registry System: Benzenamine, 5-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-4-iodo-2-methyl-(389091-74-1)

Safety Data

• Hazardous Substances Data: 389091-74-1(Hazardous Substances Data)

Upstream product

• 309712-97-8 5-(tert-butyl-dimethyl-silanyloxymethyl)-2-methyl-phenylamine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 81863-45-8 3-(hydroxymethyl)-6-methylaniline 

Downstream Products

• 389091-67-2 Trifluoro-methanesulfonic acid (R)-3-{(S)-[5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-iodo-4-methyl-phenyl]-triethylsilanyloxy-methyl}-2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl ester 
• 944263-05-2 2-[5-((R)-Hydroxy-{(R)-4-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-2,2,6,6-tetramethyl-tetrahydro-pyran-3-yl}-methyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione 
• 944262-97-9 2-[5-((S)-Hydroxy-{(R)-4-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-2,2,6,6-tetramethyl-tetrahydro-pyran-3-yl}-methyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione 
• 389091-87-6 2-{4-Iodo-2-methyl-5-[(S)-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-yl)-triethylsilanyloxy-methyl]-phenyl}-isoindole-1,3-dione 
• 389091-80-9 2-{5-[(S)-Hydroxy-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-yl)-methyl]-4-iodo-2-methyl-phenyl}-isoindole-1,3-dione 
• 944262-94-6 2-(5-hydroxymethyl-4-iodo-2-methyl-phenyl)-isoindole-1,3-dione 
• 389091-71-8 5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-iodo-4-methyl-benzaldehyde 
• 944262-95-7 2-(4-Iodo-5-{(S)-4-[(E)-(S)-2-methoxymethyl-pyrrolidin-1-ylimino]-2,2,6,6-tetramethyl-tetrahydro-pyran-3-ylmethyl}-2-methyl-phenyl)-isoindole-1,3-dione 
• 887142-50-9 trifluoro-methanesulfonic acid 3-[5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-iodo-4-methyl-benzyl]-2,2,6,6-tetramethyl-3,6-dihydro-2H-pyran-4-yl ester 
• 887142-49-6 2-[4-Iodo-2-methyl-5-((R)-2,2,6,6-tetramethyl-4-oxo-tetrahydro-pyran-3-ylmethyl)-phenyl]-isoindole-1,3-dione 
• 887142-47-4 2-(5-bromomethyl-4-iodo-2-methyl-phenyl)-isoindole-1,3-dione 
• 944263-04-1 2-[5-(tert-butyl-dimethyl-silanyloxymethyl)-4-iodo-2-methyl-phenyl]-isoindole-1,3-dione 

Relevant articles and documents

Indole diterpene synthetic studies. Total synthesis of (+)-nodulisporic acid F and construction of the heptacyclic cores of (+)-nodulisporic acids A and B and (-)-nodulisporic acid D

(Chemical Equation Presented) A first-generation strategy for construction of (+)-nodulisporic acids A (1) and B (2) is described. The strategy entails union of the eastern and western hemisphere subtargets via the indole synthesis protocol developed in our laboratory. Subsequent elaboration of rings E and F, however, revealed the considerable acid instability of the C(24) hydroxyl, thereby preventing further advancement. Nonetheless, preparation of the heptacyclic core of (+)-nodulisporic acids A and B, the total synthesis of (+)-nodulisporic acid F, the simplest member of the nodulisporic acid family, and elaboration of the heptacyclic core of (-)-nodulisporic acid D were achieved.