(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Base Information

Chemical Name:(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile
CAS No.:175551-70-9
Molecular Formula:C₃₁H₄₅NO₂Si₂
Molecular Weight:519.875
Hs Code.:

Synonyms:(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Suppliers and Price of (S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

There total 36 articles about (S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile 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: 89.0%

: 947417-29-0
(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-hydroxy-4-methylocta-2,4-dienenitrile

: 58479-61-1
tert-butylchlorodiphenylsilane

: 175551-70-9
(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol071145e

Reference yield: 87.0%

: 21658-95-7
diisopropyl (cyanomethyl)phosphonate

: 175551-69-6
(E)-(S)-6-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methyl-hex-2-enal

: 175551-70-9
(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Guidance literature:: In tetrahydrofuran; tert-butyl alcohol; at -78 ℃;
DOI:10.1021/ja954311z

Reference yield:

: 89922-82-7
3-(tert-butyldimethylsilanyloxy)propionaldehyde

: 175551-70-9
(S,2E,4E)-8-(tert-butyldimethylsilyloxy)-6-(tert-butyldiphenylsilyloxy)-4-methylocta-2,4-dienenitrile

Guidance literature:: Multi-step reaction with 11 steps

1: 65 percent / CH₂Cl₂ / 3 h / Heating

2: K₃Fe(CN)6; K₂CO₃; MeSO₂NH₂ / OsO₄; (DHQ)2PHAL / 2-methyl-propan-2-ol / 5 h / 0 °C

3: pyridine / CH₂Cl₂ / cooling

4: potassium tert-butoxide / tetrahydrofuran / 0.42 h / -40 °C

5: LiOH / tetrahydrofuran; H₂O / 3 h / 45 °C

6: camphorsulfonic acid / CH₂Cl₂; acetone / 0.42 h

7: DIBAL / tetrahydrofuran / 0.17 h / -78 °C

8: triphenylphosphine; imidazole; I₂ / acetonitrile / 0.03 h

9: acetonitrile / 3.5 h / Heating

10: 30 mg / K₂CO₃ / methanol / 3.5 h / 20 °C

11: 89 percent / imidazole / CH₂Cl₂ / 1 h / 0 °C

With pyridine; 1H-imidazole; lithium hydroxide; methanesulfonamide; camphor-10-sulfonic acid; potassium tert-butylate; iodine; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); osmium(VIII) oxide; Hydroquinone 1,4-phthalazinediyl diether; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol; 1: Wittig reaction / 2: Sharpless dihydroxylation / 4: Horner-Emmons olefination;
DOI:10.1021/ol071145e