(2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

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Chemical Name:(2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate
CAS No.:1383610-34-1
Molecular Formula:C₂₃H₃₆O₈Si
Molecular Weight:468.62
Hs Code.:

Synonyms:(2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

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Chemical Property of (2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

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Technology Process of (2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

There total 8 articles about (2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate 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:

: C₁₇H₂₂O₈

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1383610-34-1
(2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 20 ℃; for 4h; chemoselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2012.04.082

Reference yield:

: C₂₁H₂₄O₇

: 1383610-34-1
(2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / toluene / 0.5 h / Inert atmosphere

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 3 h / 20 °C / pH 7.6 / aq. phosphate buffer

3: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 20 °C

4: triethylamine / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; toluene; tert-butyl alcohol; 1: Mitsunobu reaction / 3: Pinnick oxidation;
DOI:10.1016/j.tet.2012.04.082

Reference yield:

: C₃₃H₄₀O₉

: 1383610-34-1
(2S)-4-hydroxybutan-2-yl 2-[(1E)-3-[(tert-butyldimethylsilyl)oxy]-3-oxoprop-1-en-1-yl]-4-methoxy-6-(methoxymethoxy)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 3 h / 20 °C / pH 7.6 / aq. phosphate buffer

2: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 20 °C

3: triethylamine / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

With sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; 2: Pinnick oxidation;
DOI:10.1016/j.tet.2012.04.082