methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

Base Information

Chemical Name:methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate
CAS No.:80183-16-0
Molecular Formula:C₃₀H₄₀O₃Si
Molecular Weight:476.731
Hs Code.:

Synonyms:methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

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Chemical Property of methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

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Technology Process of methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

There total 6 articles about methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate 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: 69.0%

: 6213-88-3
(E)-methyl 3-iodoacrylate

: 1448461-15-1
tert-butyl{[(2E,4E,6S)-6-ethylocta-2,4,7-trien-1-yl]oxy}diphenylsilane

: 80183-16-0
methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

Guidance literature:: tert-butyl{[(2E,4E,6S)-6-ethylocta-2,4,7-trien-1-yl]oxy}diphenylsilane; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 65 ℃; for 0.0833333h;

(E)-methyl 3-iodoacrylate; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate; In water; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1002/chem.201202822

Reference yield:

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 80183-16-0
methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

Guidance literature:: In toluene; at 25 ℃; for 12h; Yield given;
DOI:10.1021/jo00209a017

Reference yield:

: 688317-98-8
trans-carbonic acid methyl ester pent-2-enyl ester

: 80183-16-0
methyl (2E,6S,7E,9E)-11-{[tert-butyl(diphenyl)silyl]oxy}-6-ethylundeca-2,7,9-trienoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₈H₃₄NO₄P; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine / tetrahydrofuran / 2.5 h / 40 °C

2.1: sodium chloride; water / dimethyl sulfoxide / 7.5 h / 150 °C

3.1: lithium hexamethyldisilazane / toluene; 1,2-dimethoxyethane / 20 h / Sealed tube

4.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0.08 h / 65 °C

4.2: 20 °C

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₈H₃₄NO₄P; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; water; 9-bora-bicyclo[3.3.1]nonane; sodium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; dimethyl sulfoxide; toluene; 2.1: |Krapcho Dealkoxycarbonylation / 3.1: |Julia-Kocienski Olefination / 4.2: |Suzuki-Miyaura Coupling;
DOI:10.1002/chem.201202822