Benzaldehyde,2-[(1E,3S,4S,5E)-3,4-dihydroxy-1,5-heptadien-1-yl]-6-hydroxy-

Base Information

Chemical Name:Benzaldehyde,2-[(1E,3S,4S,5E)-3,4-dihydroxy-1,5-heptadien-1-yl]-6-hydroxy-
CAS No.:113731-36-5
Molecular Formula:C14H16 O4
Molecular Weight:248.279
Hs Code.:

Synonyms:Benzaldehyde,2-(3,4-dihydroxy-1,5-heptadienyl)-6-hydroxy-, [S-[R*,R*-(E,E)]]-; Benzaldehyde,2-[(1E,3S,4S,5E)-3,4-dihydroxy-1,5-heptadienyl]-6-hydroxy- (9CI); Epipyriculol

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Chemical Property of Benzaldehyde,2-[(1E,3S,4S,5E)-3,4-dihydroxy-1,5-heptadien-1-yl]-6-hydroxy-

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of Benzaldehyde,2-[(1E,3S,4S,5E)-3,4-dihydroxy-1,5-heptadien-1-yl]-6-hydroxy-

There total 9 articles about Benzaldehyde,2-[(1E,3S,4S,5E)-3,4-dihydroxy-1,5-heptadien-1-yl]-6-hydroxy- 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: 76.0%

: 113829-38-2
(3'S,4'S)-pyriculol-3',4'-carbonate

: 113731-36-5
(1’E,3’S,4’S,5’E)-2-(3’,4’-dihydroxy-1’,5’-heptadienyl)-6-hydroxybenzaldehyde

Guidance literature:: With potassium carbonate; In methanol; water; for 4h; Ambient temperature;
DOI:10.1271/bbb1961.51.2161

Reference yield: 70.0%

: 1035190-76-1
2-((E)-2-((2S,3S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-3-((E)-prop-1-enyl)-1,4-dioxan-2-yl)vinyl)-6-hydroxybenzaldehyde

: 113731-36-5
(1’E,3’S,4’S,5’E)-2-(3’,4’-dihydroxy-1’,5’-heptadienyl)-6-hydroxybenzaldehyde

Guidance literature:: With water; acetic acid; In tetrahydrofuran; at 70 ℃; for 14h;
DOI:10.1016/j.tet.2008.01.115

Reference yield:

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

: 113731-36-5
(1’E,3’S,4’S,5’E)-2-(3’,4’-dihydroxy-1’,5’-heptadienyl)-6-hydroxybenzaldehyde

Guidance literature:: Multi-step reaction with 7 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: 88 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

4: 51 percent / NaH / 2 h / 60 - 70 °C

5: 93 percent / p-TsOH / tetrahydrofuran; H₂O / 5 h / Heating

6: 84 percent / MnO₂ / CH₂Cl₂ / 1 h / Ambient temperature

7: 76 percent / 5percent K₂CO₃ / methanol; H₂O / 4 h / Ambient temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1271/bbb1961.51.2161