(2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal

Base Information

Chemical Name:(2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal
CAS No.:359761-66-3
Molecular Formula:C₂₄H₃₉FO₃Si
Molecular Weight:422.656
Hs Code.:

Synonyms:

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Chemical Property of (2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal

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Technology Process of (2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal

There total 5 articles about (2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal 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:

: 208714-04-9
C₁₆H₂₀O₃

: 359761-66-3
(2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

2.1: 48 percent / (-)-diethyltartrate; TBHP; molecular sieves 4 Angstroem / Ti(Oi-Pr)4 / CH₂Cl₂ / -30 °C

3.1: hafnium (IV) tetrafluoride; tetrabutylammonium dihydrogentrifluoride / tetrahydrofuran / 24 h / 20 °C

3.2: 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

4.1: 66 percent / HF/Py; triethylamine / tetrahydrofuran / 22 h / 20 °C

5.1: 80 percent / pyridinium chlorochromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 1 h / 20 °C

With pyridine; tert.-butylhydroperoxide; 3 A molecular sieve; 4 A molecular sieve; hydrogen fluoride; diisobutylaluminium hydride; pyridine hydrogenfluoride; tetra-n-butylammonium dihydrogen trifluoride; (-)-diethyl tartrate; triethylamine; pyridinium chlorochromate; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.jfluchem.2007.03.002

Reference yield:

: 58558-53-5
(((3-methylbut-3-en-1-yl)oxy)methyl)benzene

: 359761-66-3
(2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal

Guidance literature:: Multi-step reaction with 6 steps

1.1: 67 percent / EtAlCl₂ / CH₂Cl₂ / 20 °C

2.1: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

3.1: 48 percent / (-)-diethyltartrate; TBHP; molecular sieves 4 Angstroem / Ti(Oi-Pr)4 / CH₂Cl₂ / -30 °C

4.1: hafnium (IV) tetrafluoride; tetrabutylammonium dihydrogentrifluoride / tetrahydrofuran / 24 h / 20 °C

4.2: 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

5.1: 66 percent / HF/Py; triethylamine / tetrahydrofuran / 22 h / 20 °C

6.1: 80 percent / pyridinium chlorochromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 1 h / 20 °C

With pyridine; tert.-butylhydroperoxide; 3 A molecular sieve; 4 A molecular sieve; hydrogen fluoride; ethylaluminum dichloride; diisobutylaluminium hydride; pyridine hydrogenfluoride; tetra-n-butylammonium dihydrogen trifluoride; (-)-diethyl tartrate; triethylamine; pyridinium chlorochromate; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.jfluchem.2007.03.002

Reference yield:

: 208658-91-7
(E)-7-Benzyloxy-5-methylene-hept-2-en-1-ol

: 359761-66-3
(2R,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropylsilyloxy-5-hexenal

Guidance literature:: Multi-step reaction with 4 steps

1.1: 48 percent / (-)-diethyltartrate; TBHP; molecular sieves 4 Angstroem / Ti(Oi-Pr)4 / CH₂Cl₂ / -30 °C

2.1: hafnium (IV) tetrafluoride; tetrabutylammonium dihydrogentrifluoride / tetrahydrofuran / 24 h / 20 °C

2.2: 2,6-lutidine / CH₂Cl₂ / 1.5 h / 0 °C

3.1: 66 percent / HF/Py; triethylamine / tetrahydrofuran / 22 h / 20 °C

4.1: 80 percent / pyridinium chlorochromate; molecular sieves 3 Angstroem / CH₂Cl₂ / 1 h / 20 °C

With pyridine; tert.-butylhydroperoxide; 3 A molecular sieve; 4 A molecular sieve; hydrogen fluoride; pyridine hydrogenfluoride; tetra-n-butylammonium dihydrogen trifluoride; (-)-diethyl tartrate; triethylamine; pyridinium chlorochromate; titanium(IV) isopropylate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.jfluchem.2007.03.002