O-tert-ButyldiMethylsilyl 11,12-Didehydro Retinol

Base Information

• Chemical Name: O-tert-ButyldiMethylsilyl 11,12-Didehydro Retinol
• CAS No.: 210700-51-9
• Molecular Formula: C26H42OSi
• Molecular Weight: 398.704
• Mol file: 210700-51-9.mol

Synonyms:O-tert-ButyldiMethylsilyl 11,12-Didehydro Retinol;O-tert-ButyldiMethylsilyl-3,7-diMethyl-9-(2,6,6-triMethyl-1-cyclohexen-1-yl)-2,6,8-nonatrien-4-yn-1-ol

Chemical Property of O-tert-ButyldiMethylsilyl 11,12-Didehydro Retinol

Chemical Property:

• PSA: 9.23000
• LogP: 7.98700
• Storage Temp.: Amber Vial, -86°C Freezer
• Solubility.: Chloroform, Dichloromethane, Hexanes

Purity/Quality:

95% ^*data from raw suppliers

O-tert-Butyldimethylsilyl11,12-DidehydroRetinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-tert-ButyldiMethylsilyl 11,12-Didehydro Retinol

There total 15 articles about O-tert-ButyldiMethylsilyl 11,12-Didehydro Retinol 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: 91.0%

3-(β-ionilidene)-1-propyne (103633-89-2) + (E)-tert-butyl((3-iodobut-2-en-1-yl)oxy)dimethylsilane (152893-54-4) → ((2E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6,8-trien-4-ynyloxy)(tert-butyl)dimethylsilane (210700-51-9)

Guidance literature:

With isopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 20 ℃;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1172::AID-CHEM1172>3.0.CO;2-Q

Reference yield: 79.0%

(3E,5E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,5-hexadien-1-yne (25576-25-4) + (E)-tert-butyl((3-iodobut-2-en-1-yl)oxy)dimethylsilane (152893-54-4) → ((2E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6,8-trien-4-ynyloxy)(tert-butyl)dimethylsilane (210700-51-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; isopropylamine; at 20 ℃;

DOI:10.1021/ja0581604

Reference yield: 79.0%

tert-butyl((3-iodobut-2-en-1-yl)oxy)dimethylsilane + (3E,5E)-4-methyl-6-(2,6,6-trimethyl-1-cyclohexen-1-yl)-3,5-hexadien-1-yne (25576-25-4) → ((2E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,6,8-trien-4-ynyloxy)(tert-butyl)dimethylsilane (210700-51-9)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; isopropylamine; for 3.5h;

DOI:10.1016/j.tet.2011.07.092

upstream raw materials:

4-nitrobenzenesulfenyl chloride

(2E,7E)-9-(tert-Butyl-dimethyl-silanyloxy)-3,7-dimethyl-1-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,7-dien-5-yn-4-ol

2-nitrobenzenesulfenyl chloride

3-(β-ionilidene)-1-propyne

Downstream raw materials:

(2E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6,8-trien-4-yn-1-ol

[9,10-13C₂]-11Z-retinol

vitamine A

11-cis-retinol

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