(2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

Base Information

Chemical Name:(2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester
CAS No.:100818-80-2
Molecular Formula:C₂₁H₂₄BrNO₃
Molecular Weight:418.33
Hs Code.:

Synonyms:(2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

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Chemical Property of (2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

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Technology Process of (2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

There total 11 articles about (2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester 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: 67.0%

: 42516-28-9
ethyl (2E)-4-(diethoxyphosphoryl)crotonate

: 100843-81-0
(Z)-(S)-5-Benzyloxy-7-bromo-8-oxo-oct-6-enenitrile

: 100818-80-2
(2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 23 ℃;
DOI:10.1016/S0040-4039(00)98725-2

Reference yield:

: 100818-74-4
2,3-dideoxy-5,6-O-(1-methylethylidene)-4-O-bnezyl-D-erythro-hexitol

: 100818-80-2
(2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) MsCl, Et₃N / 2.) Bu₄NI / 1.) 0 deg C, 2.) DMF, 80 deg C

2: 1.) CH₃COOH, CH₃OH, 2.) NaIO₄ / 1.) reflux 2.) THF, H₂O

4: 67 percent / LDA / tetrahydrofuran / -78 - 23 °C

With methanol; sodium periodate; acetic acid; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98725-2

Reference yield:

: 87604-53-3
(R)-4-((S)-1-(benzyloxy)but-3-ene-1-yl)-2,2-dimethyl-1,3-dioxypentane

: 100818-80-2
(2E,4E,6Z)-(S)-8-Benzyloxy-6-bromo-11-cyano-undeca-2,4,6-trienoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) BH₃ 2.) 3M NaOH, 30 percent H₂O₂ / 1.) THF, 0 deg C

2: 1.) MsCl, Et₃N / 2.) Bu₄NI / 1.) 0 deg C, 2.) DMF, 80 deg C

3: 1.) CH₃COOH, CH₃OH, 2.) NaIO₄ / 1.) reflux 2.) THF, H₂O

5: 67 percent / LDA / tetrahydrofuran / -78 - 23 °C

With methanol; sodium hydroxide; sodium periodate; borane; dihydrogen peroxide; acetic acid; methanesulfonyl chloride; triethylamine; lithium diisopropyl amide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98725-2