(1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

Base Information

Chemical Name:(1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate
CAS No.:1354689-58-9
Molecular Formula:C₂₅H₃₀O₆
Molecular Weight:426.51
Hs Code.:

Synonyms:(1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

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Chemical Property of (1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

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Technology Process of (1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

There total 11 articles about (1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate 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: 82.0%

: 1240406-97-6
5-allyl-7-(benzyloxy)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 1354689-56-7
(2R,4R)-4-methoxymethoxy-hex-5-en-2-ol

: 1354689-58-9
(1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

Guidance literature:: (2R,4R)-4-methoxymethoxy-hex-5-en-2-ol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

5-allyl-7-(benzyloxy)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one; In tetrahydrofuran; at 0 - 20 ℃; for 12h; Inert atmosphere;
DOI:10.1055/s-0031-1289529

Reference yield:

: 83-30-7
acide 2,4,6-trihydroxybenzoique

: 1354689-58-9
(1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid; trifluoroacetic anhydride / tetrahydrofuran / 36 h / 20 °C

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 4 h / 0 - 20 °C

3.1: pyridine / tetrahydrofuran / 12 h / 0 °C

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride / N,N-dimethyl-formamide / 8 h / 60 °C

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

5.2: 12 h / 0 - 20 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; triphenylphosphine; trifluoroacetic acid; trifluoroacetic anhydride; lithium chloride; diethylazodicarboxylate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1055/s-0031-1289529

Reference yield:

: C₂₂H₂₉IO₂Si

: 1354689-58-9
(1R,3R)-3-(methoxymethoxy)-1-methylpent-4-en-1-yl 2-allyl-4-(benzyloxy)-6-hydroxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium iodide; zinc / methanol / 10 h / 90 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.2: 10 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.2: 12 h / 0 - 20 °C / Inert atmosphere

With tetrabutyl ammonium fluoride; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium iodide; zinc; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-0031-1289529