(3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

Base Information

Chemical Name:(3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate
CAS No.:1543148-25-9
Molecular Formula:C₂₂H₃₂O₅
Molecular Weight:376.493
Hs Code.:

Synonyms:(3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

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Chemical Property of (3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

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Technology Process of (3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

There total 8 articles about (3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate 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:

: 1543148-24-8
(1S,2R,Z)-1-(benzyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)hex-3-en-2-ol

: 78-39-7
Triethyl orthoacetate

: 1543148-25-9
(3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

Guidance literature:: With propionic acid; at 125 ℃; for 2.5h;
DOI:10.1016/j.tetlet.2013.12.017

Reference yield:

: 1543148-21-5
(2S,3S,4R,Z)-3-(benzyloxy)oct-5-ene-1,2,4-triol

: 1543148-25-9
(3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / acetone / 12 h / 20 °C

2: propionic acid / 2.5 h / 125 °C

With toluene-4-sulfonic acid; propionic acid; In acetone;
DOI:10.1016/j.tetlet.2013.12.017

Reference yield:

: 100-39-0
benzyl bromide

: 1543148-25-9
(3R,6S,E)-ethyl 6-(benzyloxy)-6-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-ethylhex-4-enoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 10 h / 70 °C

2.1: acetic acid; water / 5 h / 55 °C

3.1: sodium periodate / water; methanol / 0.75 h

4.1: n-butyllithium / tetrahydrofuran / 20 h / -78 - 20 °C

5.1: acetic acid / water / 8 h / 70 °C

5.2: 8 h / 0 - 20 °C

6.1: toluene-4-sulfonic acid / acetone / 12 h / 20 °C

7.1: propionic acid / 2.5 h / 125 °C

With sodium periodate; n-butyllithium; water; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; propionic acid; In tetrahydrofuran; methanol; water; acetone; 4.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.12.017