(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

Base Information

Chemical Name:(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol
CAS No.:1376331-26-8
Molecular Formula:C₃₀H₅₀O₃Si
Molecular Weight:486.811
Hs Code.:

Synonyms:(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

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Chemical Property of (2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

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Technology Process of (2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

There total 29 articles about (2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol 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: 83.0%

: 1376331-05-3
(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-6-hydroxy-3,12-dimethyl-1-phenylhexadeca-2,12,15-trien-8-yl propionate

: 1376331-26-8
(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h; Inert atmosphere;
DOI:10.1002/anie.201200871

Reference yield:

: 1375412-37-5
C₃₃H₅₄O₄Si

: 1376331-26-8
(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

Guidance literature:: With potassium carbonate; In methanol; water; at 20 ℃; for 2h;
DOI:10.1002/anie.201108692

Reference yield:

: 1375950-76-7
(E)-5-methyl-7-phenylhept-5-en-2-one

: 1376331-26-8
(2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine; B-chlorodiisopinocampheylborane / dichloromethane / 3 h / -78 °C / Inert atmosphere

1.2: 16 h / -78 - -20 °C / Inert atmosphere

1.3: 1.5 h / 0 °C / pH 7 / aq. phosphate buffer

2.1: samarium diiodide / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1 h / -78 °C / Inert atmosphere

With samarium diiodide; diisobutylaluminium hydride; triethylamine; B-chlorodiisopinocampheylborane; In tetrahydrofuran; dichloromethane; toluene; 1.1: Paterson aldol reaction / 1.2: Paterson aldol reaction / 2.1: Evans-Tishchenko reduction;
DOI:10.1002/anie.201200871