(2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

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Chemical Name:(2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile
CAS No.:1609533-99-4
Molecular Formula:C₂₁H₂₇NO₂
Molecular Weight:325.451
Hs Code.:

Synonyms:(2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

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Chemical Property of (2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

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Technology Process of (2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

There total 4 articles about (2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile 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: 89.0%

: 1609533-98-3
(2Z)-(4S)-4-benzyloxy-2-[(E)-4-methyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]pent-3-enyl]octa-2,7-dienenitrile

: 1609533-99-4
(2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 20 ℃; for 13h;
DOI:10.1016/j.tetlet.2014.04.018

Reference yield:

: 1554519-04-8
(2R,3S)-3-(benzyloxy)hept-6-ene-1,2-diol

: 1609533-99-4
(2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium periodate / water; acetonitrile / 2 h / 0 °C

1.2: 0.17 h / -78 °C / Inert atmosphere

2.1: pyridinium p-toluenesulfonate / methanol / 13 h / 20 °C

With sodium periodate; pyridinium p-toluenesulfonate; In methanol; water; acetonitrile;
DOI:10.1016/j.tetlet.2014.04.018

Reference yield:

: 113730-85-1
(S)-1-((R)-1,4-dioxaspiro[4.5]decan-2-yl)pent-4-en-1-ol

: 1609533-99-4
(2Z)-(4S)-4-benzyloxy-2-[(E)-5-hydroxy-4-methylpent-3-enyl]octa-2,7-dienenitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 12 h / 20 °C

2.1: hydrogenchloride / methanol; water / 15 h / 40 °C

3.1: sodium periodate / water; acetonitrile / 2 h / 0 °C

3.2: 0.17 h / -78 °C / Inert atmosphere

4.1: pyridinium p-toluenesulfonate / methanol / 13 h / 20 °C

With hydrogenchloride; sodium periodate; pyridinium p-toluenesulfonate; sodium hydride; In methanol; water; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1016/j.tetlet.2014.04.018