(3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

Base Information

Chemical Name:(3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol
CAS No.:113776-04-8
Molecular Formula:C₁₅H₁₆O₅
Molecular Weight:276.289
Hs Code.:

Synonyms:(3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

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Technology Process of (3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

There total 10 articles about (3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol 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: 64.0%

: 113776-01-5
(3'S,4'R,1'E,5'E)-5-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2,2-dimethyl-4H-1,3-benzodioxin

: 113776-04-8
(3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; water; for 5h; Heating;
DOI:10.1271/bbb1961.51.2161

Reference yield:

: 113731-26-3
2,2-dimethyl-4H-1,3-benzodioxin-5-carbaldehyde

: 113776-04-8
(3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) triphenylphosphine / 1.) CH₂Cl₂, 0 deg C, 1 h; 2.) 30 min, 0 deg C

2: 1.) n-butyllithium / 1.) -70 deg C, 40 min, ether, hexane; 2.) -70 deg C, 2 h

3: 84 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

4: 36 percent / NaH / 2 h / 60 - 70 °C

5: 64 percent / p-TsOH / tetrahydrofuran; H₂O / 5 h / Heating

With lithium aluminium tetrahydride; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; water;
DOI:10.1271/bbb1961.51.2161

Reference yield:

: 113731-27-4
5-(2',2'-dibromoethyl)-2,2-dimethyl-4H-1,3-benzodioxin

: 113776-04-8
(3'S,4'R,1'E,5'E)-3-(3',4'-carbonyldioxy-1',5'-heptadienyl)-2-hydroxymethylphenol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-butyllithium / 1.) -70 deg C, 40 min, ether, hexane; 2.) -70 deg C, 2 h

2: 84 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3: 36 percent / NaH / 2 h / 60 - 70 °C

4: 64 percent / p-TsOH / tetrahydrofuran; H₂O / 5 h / Heating

With lithium aluminium tetrahydride; n-butyllithium; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; water;
DOI:10.1271/bbb1961.51.2161