(Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

Base Information

Chemical Name:(Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol
CAS No.:760210-70-6
Molecular Formula:C₂₆H₃₆O₃Si
Molecular Weight:424.656
Hs Code.:

Synonyms:(Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

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Chemical Property of (Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

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Technology Process of (Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

There total 4 articles about (Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-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: 77.0%

: 145958-02-7
(2S,4S)-2-phenyl-1,3-dioxane-4-carboxaldehyde

: 149776-81-8
(Z)-hex-3-en-1,5-diynyl-triisopropylsilane

: 760210-70-6
(Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

Guidance literature:: With zinc trifluoromethanesulfonate; (+)-N-methylephedrine; triethylamine; In toluene; at 20 ℃; for 2h;
DOI:10.1021/ja047190o

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 760210-70-6
(Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / Pd(PPh₃)4; CuI; n-BuNH₂ / diethyl ether / 20 °C

2: 1.44 g / Pd(PPh₃)4; CuI; n-BuNH₂ / diethyl ether / 20 °C

3: K₂CO₃; methanol / benzene / 2 h / 20 °C

4: 77 percent / Zn(OTf)2; (+)-N-methylephedrine; Et₃N / toluene / 2 h / 20 °C

With methanol; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc trifluoromethanesulfonate; potassium carbonate; (+)-N-methylephedrine; N-butylamine; triethylamine; In diethyl ether; toluene; benzene; 1: Sonogashira coupling / 2: Sonogashira coupling;
DOI:10.1021/ja047190o

Reference yield:

: 149776-79-4
(Z)-1-(trimethylsilyl)-6-(triisopropylsilyl)hex-3-ene-1,5-diyne

: 760210-70-6
(Z)-(1S,2S,4S)-1-(2-phenyl-[1,3]dioxan-4-yl)-7-triisopropylsilanyl-hept-4-en-2,6-diyn-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃; methanol / benzene / 2 h / 20 °C

2: 77 percent / Zn(OTf)2; (+)-N-methylephedrine; Et₃N / toluene / 2 h / 20 °C

With methanol; zinc trifluoromethanesulfonate; potassium carbonate; (+)-N-methylephedrine; triethylamine; In toluene; benzene;
DOI:10.1021/ja047190o