(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

Base Information

Chemical Name:(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone
CAS No.:141316-29-2
Molecular Formula:C₁₅H₁₈O₄
Molecular Weight:262.306
Hs Code.:

Synonyms:(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

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Chemical Property of (+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

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Technology Process of (+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

There total 4 articles about (+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone 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: 83.0%

: 141316-28-1
(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxymethyl-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

: 141316-29-2
(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

Guidance literature:: With sodium hydroxide; In methanol; for 2h; Ambient temperature;
DOI:10.1016/S0957-4166(00)80288-8

Reference yield:

: 99708-52-8
cis-5-carbomethoxy-3-methyl-3-penten-1-yne

: 141316-29-2
(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 10 min, 2.) THF, from -78 deg C to RT, 1 h

2: 70 percent / p-toluenesulfonic acid monohydrate / acetone

3: 83 percent / 2 N aq. NaOH / methanol / 2 h / Ambient temperature

With sodium hydroxide; toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol; acetone;
DOI:10.1016/S0957-4166(00)80288-8

Reference yield:

: 141245-61-6
(2S,3S)-2,3,7,9,9-pentamethyl-1,4-dioxaspiro<4.5>dec-6-en-8-one

: 141316-29-2
(+)-4(Z)-(4R)-4-hydroxy-4-(5-carboxy-3-methylpent-3-en-1-ynyl)-3,5,5-trimethylcyclohex-2-enone

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) lithium diisopropylamide / 1.) THF, -78 deg C, 10 min, 2.) THF, from -78 deg C to RT, 1 h

2: 70 percent / p-toluenesulfonic acid monohydrate / acetone

3: 83 percent / 2 N aq. NaOH / methanol / 2 h / Ambient temperature

With sodium hydroxide; toluene-4-sulfonic acid; lithium diisopropyl amide; In methanol; acetone;
DOI:10.1016/S0957-4166(00)80288-8