4-ketoretinyl tert-butyldimethylsilyl ether

Base Information

• Chemical Name: 4-ketoretinyl tert-butyldimethylsilyl ether
• CAS No.: 129467-11-4
• Molecular Formula: C₂₆H₄₂O₂Si
• Molecular Weight: 414.704
• Mol file: 129467-11-4.mol

Synonyms:4-ketoretinyl tert-butyldimethylsilyl ether

Chemical Property of 4-ketoretinyl tert-butyldimethylsilyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-ketoretinyl tert-butyldimethylsilyl ether

There total 13 articles about 4-ketoretinyl tert-butyldimethylsilyl ether 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%

4-ketoretinol (62702-55-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 4-ketoretinyl tert-butyldimethylsilyl ether (129467-11-4)

Guidance literature:

With dmap; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00177a044

Reference yield:

3-[(1E,3E,5E,7E)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-dimethyl-nona-1,3,5,7-tetraenyl]-2,4,4-trimethyl-cyclohex-2-enol → 3-[(1E,3E,5E,7E)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-dimethyl-nona-1,3,5,7-tetraenyl]-2,4,4-trimethyl-cyclohex-2-enone (129467-11-4)

Guidance literature:

With manganese(IV) oxide; In dichloromethane;

DOI:10.1021/ja970956i

Reference yield:

diethyl 3-(ethoxycarbonyl)-3-methylprop-2-en-yl phosphate (41891-54-7) → 3-[(1E,3E,5E,7E)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-dimethyl-nona-1,3,5,7-tetraenyl]-2,4,4-trimethyl-cyclohex-2-enone (129467-11-4)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran

2: Dibal-H / diethyl ether

3: n-Bu₄NF / tetrahydrofuran

4: Im / dimethylformamide

5: MnO₂ / CH₂Cl₂

With manganese(IV) oxide; impramine; tetrabutyl ammonium fluoride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja970956i

upstream raw materials:

4-ketoretinol

tert-butyldimethylsilyl chloride

4-hydroxy-all-trans-retinal

4-ketoretinal

Downstream raw materials:

6-diazo-3-[(1E,3E,5Z,7E)-8-formyl-3,7-dimethylnona-1,3,5,7-tetraenyl]-2,4,4-trimethylcyclohex-2-en-1-one

6-Diazo-3-((1E,3E,5E,7E)-9-hydroxy-3,7-dimethyl-nona-1,3,5,7-tetraenyl)-2,4,4-trimethyl-cyclohex-2-enone

6-diazo-3-[(1E,3E,5E,7Z)-8-formyl-3,7-dimethylnona-1,3,5,7-tetraenyl]-2,4,4-trimethylcyclohex-2-en-1-one

3-formyl-4-ketoretinol