(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

Base Information

Chemical Name:(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate
CAS No.:1448461-32-2
Molecular Formula:C₂₆H₃₄O₆
Molecular Weight:442.552
Hs Code.:

Synonyms:(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

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Chemical Property of (3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

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Technology Process of (3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

There total 4 articles about (3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-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: 67.0%

: 1448461-16-2
1-({[(2E,4E,6S)-6-methylocta-2,4,7-trien-1-yl]oxy}methyl)-4-(methyloxy)benzene

: 126983-28-6
(E)-3-bromoacrylate of (R)-pantolactone

: 1448461-32-2
(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

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

(E)-3-bromoacrylate of (R)-pantolactone; With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate; In water; N,N-dimethyl-formamide;
DOI:10.1002/chem.201202822

Reference yield:

: methyl (3S)-3-methyl-2-[(1-phenyl-1H-tetrazol-5-yl)sulfonyl]pent-4-enoate

: 1448461-32-2
(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium chloride; water / dimethyl sulfoxide / 5.5 h / 150 °C

2: lithium hexamethyldisilazane / toluene; 1,2-dimethoxyethane / 15 h / Sealed tube

3: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0.08 h / 65 °C

With water; 9-bora-bicyclo[3.3.1]nonane; sodium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; dimethyl sulfoxide; toluene; 1: |Krapcho Dealkoxycarbonylation / 2: |Julia-Kocienski Olefination / 3: |Suzuki-Miyaura Coupling;
DOI:10.1002/chem.201202822

Reference yield:

: 845734-51-2
5-{[(2S)-2-methylbut-3-en-1-yl]sulfonyl}-1-phenyl-1H-tetrazole

: 1448461-32-2
(3R)-4,4-dimethyl-2-oxotetrahydrofuran-3-yl (2E,6S,7E,9E)-11-({[4-(methoxyphenyl)]methoxy})-6-methylundeca-2,7,9-trienoate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hexamethyldisilazane / toluene; 1,2-dimethoxyethane / 15 h / Sealed tube

2: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0.08 h / 65 °C

With 9-bora-bicyclo[3.3.1]nonane; lithium hexamethyldisilazane; In tetrahydrofuran; 1,2-dimethoxyethane; toluene; 1: |Julia-Kocienski Olefination / 2: |Suzuki-Miyaura Coupling;
DOI:10.1002/chem.201202822