(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

Base Information

Chemical Name:(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal
CAS No.:760210-78-4
Molecular Formula:C₁₆H₂₀O₅
Molecular Weight:292.332
Hs Code.:

Synonyms:(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

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Chemical Property of (Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

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Technology Process of (Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

There total 5 articles about (Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal 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:

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

: 760210-78-4
(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / Zn(OTf)2; (+)-N-methylephedrine; Et₃N / toluene / 1.5 h / 20 °C

2: i-Pr₂NEt / CH₂Cl₂ / 20 °C

3: K₂CO₃; methanol / 0.5 h / 0 °C

4: 1.42 g / H₂; quinoline / Lindlar's catalyst / methanol / 24 h / 20 °C

5: IBX; DMSO / 1 h / 20 °C

With quinoline; methanol; hydrogen; zinc trifluoromethanesulfonate; potassium carbonate; (+)-N-methylephedrine; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; Lindlar's catalyst; In methanol; dichloromethane; toluene;
DOI:10.1021/ja047190o

Reference yield:

: 760210-81-9
(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-yn-1-ol

: 760210-78-4
(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

Guidance literature:: Multi-step reaction with 2 steps

1: 1.42 g / H₂; quinoline / Lindlar's catalyst / methanol / 24 h / 20 °C

2: IBX; DMSO / 1 h / 20 °C

With quinoline; hydrogen; dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; Lindlar's catalyst; In methanol;
DOI:10.1021/ja047190o

Reference yield:

: 760210-79-5
(4S,2'S,4'S)-acetic acid 4-hydroxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-ynyl ester

: 760210-78-4
(Z)-(4S,2'S,4'S)-4-methoxymethoxy-4-(2'-phenyl-[1,3]dioxan-4'-yl)but-2-enal

Guidance literature:: Multi-step reaction with 4 steps

1: i-Pr₂NEt / CH₂Cl₂ / 20 °C

2: K₂CO₃; methanol / 0.5 h / 0 °C

3: 1.42 g / H₂; quinoline / Lindlar's catalyst / methanol / 24 h / 20 °C

4: IBX; DMSO / 1 h / 20 °C

With quinoline; methanol; hydrogen; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; Lindlar's catalyst; In methanol; dichloromethane;
DOI:10.1021/ja047190o