5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile

Base Information

• Chemical Name: 5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile
• CAS No.: 163889-15-4
• Molecular Formula: C₁₃H₂₀INOSi
• Molecular Weight: 361.298

Synonyms:5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile

Chemical Property of 5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile

Chemical Property:

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Technology Process of 5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile

There total 1 articles about 5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

trimethylsilyl cyanide (7677-24-9) + 5-Iodo-2,6,6-trimethyl-cyclohexa-2,4-dienone (163889-14-3) → 5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile (163889-15-4)

Guidance literature:

With potassium cyanide; 18-crown-6 ether; In dichloromethane; Ambient temperature;

Reference yield:

5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile (163889-15-4) + (1S,2S,3S,4S,6R)-1-(benzyloxy)-4-(tert-butyldimethylsilyloxy)-3-(2,2-dimethoxyethyl)-3-methyl-7-oxabicyclo[4.2.0]octane-2-carbaldehyde (168421-63-4) → 5-{(S)-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-hydroxy-methyl}-2,6,6-trimethyl-cyclohexa-2,4-dienone (168421-65-6)

Guidance literature:

With tetrabutyl ammonium fluoride; tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; Yield given;

Reference yield:

5-Iodo-2,6,6-trimethyl-1-trimethylsilanyloxy-cyclohexa-2,4-dienecarbonitrile (163889-15-4) + (3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalene-7-carbaldehyde (163889-12-1) → 5-{(S)-[(3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-hydroxy-methyl}-2,6,6-trimethyl-cyclohexa-2,4-dienone (163889-16-5)

Guidance literature:

With tetrabutyl ammonium fluoride; tert.-butyl lithium; Yield given. Multistep reaction;

DOI:10.1021/ja952692a

upstream raw materials:

trimethylsilyl cyanide

5-Iodo-2,6,6-trimethyl-cyclohexa-2,4-dienone

Downstream raw materials:

5-{(S)-[(1S,2R,3S,4S,6R)-1-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-3-(2,2-dimethoxy-ethyl)-3-methyl-7-oxa-bicyclo[4.2.0]oct-2-yl]-hydroxy-methyl}-2,6,6-trimethyl-cyclohexa-2,4-dienone

5-{(S)-[(3R,3aR,5aS,6R,7R,9aS,9bS)-6-(2,2-Dimethoxy-ethyl)-3-((R)-1,5-dimethyl-hexyl)-3a,6-dimethyl-dodecahydro-cyclopenta[a]naphthalen-7-yl]-hydroxy-methyl}-2,6,6-trimethyl-cyclohexa-2,4-dienone

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