(2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Base Information

Chemical Name:(2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester
CAS No.:182486-31-3
Molecular Formula:C₁₉H₂₆O₃
Molecular Weight:302.414
Hs Code.:

Synonyms:(2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

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Chemical Property of (2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

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Technology Process of (2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

There total 4 articles about (2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl 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: 22.0%

: 86606-04-4
(E)-tert-butyl 4-bromobut-2-enoate

: 182699-58-7
(E)-2-methyl-4-phenylbut-3-enal

: 178977-57-6
tert-butyl (5S,6R,2E,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoate

: 182486-31-3
(2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: With lead; iodine; zinc; In diethyl ether; benzene; for 0.5h; Heating;
DOI:10.1021/jo960972i

Reference yield:

: 91083-82-8,24891-74-5,34541-74-7
(E)-methyl 4-phenylbut-3-enoate

: 182486-31-3
(2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) lithium diisopropylamide / 1.) THF, hexanes, -60 deg C, 10 min, 2.) THF, hexanes, 5 deg C, 15 min

2: phosphate buffer, sodium azide / H₂O / 120 h / 25 °C / 2-propanol-treated Candida rugosa lipase presence, pH 7.0

3: 95 percent / diisobutylaluminum hydride / diethyl ether; hexane / 3 h / -75 - -70 °C

4: 22 percent / zinc-lead, iodine / diethyl ether; benzene / 0.5 h / Heating

With lead; sodium azide; phosphate buffer; iodine; diisobutylaluminium hydride; zinc; lithium diisopropyl amide; In diethyl ether; hexane; water; benzene;
DOI:10.1021/jo960972i

Reference yield:

: 33599-85-8
(E)-2-methyl-4-phenyl-3-butenoic acid methyl ester

: 182486-31-3
(2E,7E)-(5R,6R)-5-Hydroxy-6-methyl-8-phenyl-octa-2,7-dienoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: phosphate buffer, sodium azide / H₂O / 120 h / 25 °C / 2-propanol-treated Candida rugosa lipase presence, pH 7.0

2: 95 percent / diisobutylaluminum hydride / diethyl ether; hexane / 3 h / -75 - -70 °C

3: 22 percent / zinc-lead, iodine / diethyl ether; benzene / 0.5 h / Heating

With lead; sodium azide; phosphate buffer; iodine; diisobutylaluminium hydride; zinc; In diethyl ether; hexane; water; benzene;
DOI:10.1021/jo960972i