(5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal

Base Information

• Chemical Name: (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal
• CAS No.: 248250-11-5
• Molecular Formula: C₂₇H₃₆O₂Si
• Molecular Weight: 420.667
• Mol file: 248250-11-5.mol

Synonyms:(5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal

Chemical Property of (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal

There total 6 articles about (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal 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: 98.0%

9-[(tert-butyl)(diphenyl)silanyloxy]-4,4-dimethylnona-5,7-dien-1-ol (248250-10-4) → (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal (248250-11-5)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; at 20 ℃; for 2h;

DOI:10.1055/s-2001-9711 DOI:10.1002/1099-0690(200102)2001:3<473::AID-EJOC473>3.0.CO;2-J

Reference yield:

tert-Butyl-((2E,4E)-6,6-dimethyl-nona-2,4,8-trienyloxy)-diphenyl-silane (248250-09-1) → (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal (248250-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

1.2: 91 percent / H₂O₂; NaOH / ethanol / 4 h / 0 °C

2.1: 98 percent / TEMPO; PhI(OAc)2 / 2 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; 9-borabicyclo[3.3.1]nonane dimer; [bis(acetoxy)iodo]benzene; In tetrahydrofuran;

DOI:10.1002/1099-0690(200102)2001:3<473::AID-EJOC473>3.0.CO;2-J

Reference yield:

(2E,4E)-6,6-dimethyl-2,4,8-nonatrien-1-ol (248250-08-0) → (5E,7E)-9-(tert-Butyl-diphenyl-silanyloxy)-4,4-dimethyl-nona-5,7-dienal (248250-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / imidazole / dimethylformamide / 2 h / 20 °C

2.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

2.2: 91 percent / H₂O₂; NaOH / ethanol / 4 h / 0 °C

3.1: 98 percent / TEMPO; PhI(OAc)2 / 2 h / 20 °C

With 1H-imidazole; 2,2,6,6-tetramethyl-piperidine-N-oxyl; 9-borabicyclo[3.3.1]nonane dimer; [bis(acetoxy)iodo]benzene; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/1099-0690(200102)2001:3<473::AID-EJOC473>3.0.CO;2-J

upstream raw materials:

9-[(tert-butyl)(diphenyl)silanyloxy]-4,4-dimethylnona-5,7-dien-1-ol

2,2-dimethyl-4-pentenal

(2E,4E)-6,6-dimethyl-2,4,8-nonatrien-1-ol

(2E,4E)-6,6-Dimethyl-nona-2,4,8-trienoic acid methyl ester

Downstream raw materials:

(S)-3-[(5E,7E)-(R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-4,4-dimethyl-nona-5,7-dienyl]-5-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-5H-furan-2-one

mniopetal F

(3S,3aS,4S,6aS,10R,10aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-10-hydroxy-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-1-one

Trifluoro-methanesulfonic acid (3S,3aS,4S,6aS,10R,10aR)-4-(tert-butyl-diphenyl-silanyloxymethyl)-3-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-7,7-dimethyl-1-oxo-3,3a,4,6a,7,8,9,10-octahydro-2-oxa-cyclopenta[d]naphthalen-10-yl ester