(4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

Base Information

Chemical Name:(4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile
CAS No.:1543148-38-4
Molecular Formula:C₂₅H₃₁NO₂
Molecular Weight:377.527
Hs Code.:

Synonyms:(4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

Chemical Property:

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Technology Process of (4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

There total 13 articles about (4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-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: 90.0%

: 773837-37-9
sodium cyanide

: 1543148-35-1
((2S,3S,6R,E)-6-ethyl-8-iodooct-4-ene-2,3-diyl)bis(oxy)bis(methylene)dibenzene

: 1543148-38-4
(4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2013.12.017

Reference yield:

: 1543148-26-0
(3R,6S,7S,E)-ethyl 6-(benzyloxy)-3-ethyl-7,8-dihydroxyoct-4-enoate

: 1543148-38-4
(4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; di(n-butyl)tin oxide / dichloromethane / 0.17 h / 0 °C

1.2: 8 h

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 6 h / 0 - 20 °C

3.1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 2 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.08 h / 0 °C

4.2: 0.17 h / 0 °C

5.1: N,N-dimethyl-formamide / 12 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; iodine; sodium hydride; di(n-butyl)tin oxide; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetlet.2013.12.017

Reference yield:

: 1543148-32-8
(3R,6S,7S,E)-6-(benzyloxy)-3-ethyloct-4-ene-1,7-diol

: 1543148-38-4
(4R,7S,8S,E)-7,8-bis(benzyloxy)-4-ethyl-10-methylundeca-5,9-dienenitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; 1H-imidazole; iodine / dichloromethane / 2 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.08 h / 0 °C

2.2: 0.17 h / 0 °C

3.1: N,N-dimethyl-formamide / 12 h / 20 °C

With 1H-imidazole; iodine; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.tetlet.2013.12.017