(2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

Base Information

Chemical Name:(2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol
CAS No.:1020727-66-5
Molecular Formula:C₂₄H₄₁FO₃Si
Molecular Weight:424.672
Hs Code.:

Synonyms:(2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

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Chemical Property of (2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

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Technology Process of (2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

There total 5 articles about (2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol 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: 66.0%

: 1020727-65-4
(4R,5S)-2-[2-(benzyloxy)ethyl]-5-fluoro-4,6-bis(triisopropylsilyloxy)-1-hexene

: 1020727-66-5
(2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

Guidance literature:: With pyridine; hydrogen fluoride; pyridine hydrogenfluoride; triethylamine; In tetrahydrofuran; at 20 ℃; for 22h;
DOI:10.1016/j.jfluchem.2007.03.002

Reference yield:

: 208714-04-9
C₁₆H₂₀O₃

: 1020727-66-5
(2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

Guidance literature:: Multi-step reaction with 4 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

With pyridine; tert.-butylhydroperoxide; 4 A molecular sieve; hydrogen fluoride; diisobutylaluminium hydride; pyridine hydrogenfluoride; tetra-n-butylammonium dihydrogen trifluoride; (-)-diethyl tartrate; triethylamine; 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

: 1020727-66-5
(2S,3R)-5-[2-(benzyloxy)ethyl]-2-fluoro-3-triisopropyloxy-5-hexen-1-ol

Guidance literature:: Multi-step reaction with 5 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

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