(6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

Base Information

Chemical Name:(6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one
CAS No.:882491-37-4
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:(6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

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Chemical Property of (6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

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Technology Process of (6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

There total 16 articles about (6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one 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: 77.0%

: 6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohexa-2,5-dien-1-one

: 882491-37-4
(6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

Guidance literature:: With formic acid;

Reference yield:

: 882491-36-3
C₁₅H₂₀O₃

: 882491-37-4
(6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

Guidance literature:: With ammonium chloride; zinc; In dichloromethane; water; at 0 - 5 ℃; for 3.5h;

Reference yield:

: 79-77-6,14901-07-6
(E)-β-ionone

: 882491-37-4
(6S)-6-hydroxy-3-[(1E)-3-hydroxy-3-methylpenta-1,4-dienyl]-2,4,4-trimethylcyclohex-2-en-1-one

Guidance literature:: Multi-step reaction with 8 steps

1: 52 percent / pyridinium chlorochromate / dimethylsulfoxide / 5 h / 105 °C

2: 52 percent / triethyl orthoformate, p-toluenesulfonic acid / 0.5 h / oxo-β-ionone:ethylene glycol:triethyl orthoformate=1:1.5:1.2

3: toluene / 8 h / Heating

4: 1N HCl / methanol / 3 h

5: 85 percent / 1N NaOH / methanol / 0.5 h

6: 85.9 percent Chromat_. / pyridine / 2 h

7: tetrahydrofuran

8: 1N NaOH / methanol

With hydrogenchloride; sodium hydroxide; toluene-4-sulfonic acid; orthoformic acid triethyl ester; pyridinium chlorochromate; In tetrahydrofuran; pyridine; methanol; dimethyl sulfoxide; toluene;
DOI:10.1002/hlca.19810640750