(2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

Base Information

Chemical Name:(2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane
CAS No.:1220994-37-5
Molecular Formula:C₂₅H₃₀O₃
Molecular Weight:378.511
Hs Code.:

Synonyms:(2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

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Chemical Property of (2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

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Technology Process of (2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

There total 4 articles about (2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane 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: 89.0%

: 1220994-32-0
(2S,3E)-1-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]-4-phenyl-3-buten-2-ol

: 100-39-0
benzyl bromide

: 1220994-37-5
(2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

Guidance literature:: (2S,3E)-1-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]-4-phenyl-3-buten-2-ol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.75h; Inert atmosphere;

benzyl bromide; In tetrahydrofuran; at 0 - 20 ℃; for 6.16667h;
DOI:10.1002/hlca.200900170

Reference yield:

: 914638-76-9
(S)-(S)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)-but-3-yn-2-ol

: 1220994-37-5
(2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 3 steps

1.1: copper(l) iodide; palladium 10% on activated carbon; potassium carbonate; triphenylphosphine / 1,2-dimethoxyethane; water / 0.5 h / 20 °C / Inert atmosphere

1.2: 5 h / 85 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

2.2: 0 °C

3.1: sodium hydride / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

3.2: 6.17 h / 0 - 20 °C / Inert atmosphere

With copper(l) iodide; lithium aluminium tetrahydride; palladium 10% on activated carbon; sodium hydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; water;
DOI:10.1002/cjoc.201190015

Reference yield:

: 1276621-96-5
(2S)-1-[(2S)-1,4-dioxaspiro[4.5]dec-2-yl]-4-phenyl-3-butyn-2-ol

: 1220994-37-5
(2S)-2-[(2S,3E)-2-(benzyloxy)-4-phenylbut-3-en-1-yl]-1,4-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 0 °C

2.1: sodium hydride / tetrahydrofuran / 0.75 h / 0 °C / Inert atmosphere

2.2: 6.17 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydride; In tetrahydrofuran;
DOI:10.1002/cjoc.201190015