(1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

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Chemical Name:(1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol
CAS No.:1449674-44-5
Molecular Formula:C₁₅H₂₄O₃
Molecular Weight:252.354
Hs Code.:

Synonyms:(1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

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Chemical Property of (1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

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Technology Process of (1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

There total 16 articles about (1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol 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: 82.0%

: 1449674-43-4
(2E,4E)-5-((3R,5S)-3,5-dihydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

: 1449674-44-5
(1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -20 - 20 ℃; for 6h;
DOI:10.1039/c3ob41226a

Reference yield:

: 1449674-40-1
(2E,4E)-5-((3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienal

: 1449674-44-5
(1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

2: diisobutylaluminium hydride / toluene / 6 h / -20 - 20 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1039/c3ob41226a

Reference yield:

: 1449674-32-1
(2E,4E)-5-((3R,5S)-5-((tert-butyldimethylsilyl)oxy)-3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3-methylpenta-2,4-dienenitrile

: 1449674-44-5
(1S,3R)-5-((1E,3E)-5-hydroxy-3-methylpenta-1,3-dien-1-yl)-4,6,6-trimethylcyclohex-4-ene-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: diisobutylaluminium hydride / toluene / 6 h / -20 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C

3: diisobutylaluminium hydride / toluene / 6 h / -20 - 20 °C

With tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1039/c3ob41226a