(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

Base Information

Chemical Name:(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol
CAS No.:287970-67-6
Molecular Formula:C₂₂H₃₄O₃
Molecular Weight:346.51
Hs Code.:

Synonyms:(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

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Chemical Property of (E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

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Technology Process of (E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

There total 11 articles about (E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol 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: 99.0%

: 287970-66-5
(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-enal

: 287970-67-6
(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃;

Reference yield:

: 108404-41-7
(E)(S)-4-(3-hydroxy-2-methylpropenyl)-2,2-dimethyl[1,3]dioxolane

: 287970-67-6
(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / CBr₄; PPh₃ / CH₂Cl₂

2: 98 percent / n-BuLi

3: 83 percent / Na/Hg; MeOH

4: 75 percent / aq. AcOH / tetrahydrofuran

5: 99 percent / NaIO₄ / tetrahydrofuran; H₂O

6: 99 percent / DIBALH / CH₂Cl₂ / -78 °C

With methanol; sodium periodate; sodium amalgam; n-butyllithium; carbon tetrabromide; diisobutylaluminium hydride; acetic acid; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; 1: Substitution / 2: Condensation / 3: Reduction / 4: Ring cleavage / 5: Oxidation / 6: Reduction;

Reference yield:

: 287970-62-1
(S)-4-((E)-3-Bromo-2-methyl-propenyl)-2,2-dimethyl-[1,3]dioxolane

: 287970-67-6
(E)-6-((2S,5R)-5-Benzyloxy-2,6,6-trimethyl-tetrahydro-pyran-2-yl)-3-methyl-hex-2-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / n-BuLi

2: 83 percent / Na/Hg; MeOH

3: 75 percent / aq. AcOH / tetrahydrofuran

4: 99 percent / NaIO₄ / tetrahydrofuran; H₂O

5: 99 percent / DIBALH / CH₂Cl₂ / -78 °C

With methanol; sodium periodate; sodium amalgam; n-butyllithium; diisobutylaluminium hydride; acetic acid; In tetrahydrofuran; dichloromethane; water; 1: Condensation / 2: Reduction / 3: Ring cleavage / 4: Oxidation / 5: Reduction;