(2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

Base Information

Chemical Name:(2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal
CAS No.:124744-00-9
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:(2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

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Chemical Property of (2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

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Technology Process of (2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

There total 3 articles about (2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal 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:

: 6153-05-5,105-29-3
(Z)-3-methylpent-2-en-4-ynol

: 124744-00-9
(2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

Guidance literature:: Multi-step reaction with 3 steps

1: MnO₂ / CH₂Cl₂ / 3 h / Ambient temperature

2: TsOH / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 1.) 1.5 M BuLi, 2.) 3.5 M natrium-dihydro-bis(2-methoxyethoxy)aluminate, 3.) H₂O, pyridinium p-toluenesulfonate / 1.) THF/hexane, -15 deg C, 15 min, 2.) THF/hexane/toluene, -45 deg C, 1 h, 3.) THF, 2 h, room temperature

With manganese(IV) oxide; n-butyllithium; water; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In dichloromethane;
DOI:10.1002/hlca.19890720222

Reference yield:

: 52421-93-9
(2Z)-3-methyl-2-penten-4-ynal

: 124744-00-9
(2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

Guidance literature:: Multi-step reaction with 2 steps

1: TsOH / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 1.) 1.5 M BuLi, 2.) 3.5 M natrium-dihydro-bis(2-methoxyethoxy)aluminate, 3.) H₂O, pyridinium p-toluenesulfonate / 1.) THF/hexane, -15 deg C, 15 min, 2.) THF/hexane/toluene, -45 deg C, 1 h, 3.) THF, 2 h, room temperature

With n-butyllithium; water; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; In dichloromethane;
DOI:10.1002/hlca.19890720222

Reference yield:

: 94618-21-0
(2Z)-3-methylpent-2-en-4-ynal dimethyl acetal

: (S)-4-(1-Methoxy-1-methyl-ethoxy)-2,6,6-trimethyl-cyclohex-2-enone

: (2Z,4E)-5-<(1R,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

: 124744-00-9
(2Z,4E)-5-<(1S,4S)-1,4-Dihydroxy-2,6,6-trimethyl-2-cyclohex-2-en-1-yl>-3-methylpenta-2,4-dienal

Guidance literature:: With n-butyllithium; water; pyridinium p-toluenesulfonate; sodium bis(2-methoxyethoxy)aluminium dihydride; Multistep reaction. Yields of byproduct given; 1.) THF/hexane, -15 deg C, 15 min, 2.) THF/hexane/toluene, -45 deg C, 1 h, 3.) THF, 2 h, room temperature;
DOI:10.1002/hlca.19890720222