(3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

Base Information

Chemical Name:(3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol
CAS No.:796843-78-2
Molecular Formula:C₁₉H₃₀O₃
Molecular Weight:306.445
Hs Code.:

Synonyms:(3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

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Chemical Property of (3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

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Technology Process of (3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

There total 1 articles about (3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol 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: 71.0%

: 25047-67-0
n-heptyllithium

: 639071-46-8
(2S)-2-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]oxirane

: 796843-78-2
(3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

Guidance literature:: With copper(l) cyanide; In diethyl ether; hexane; at -78 ℃; for 2.5h;
DOI:10.1002/anie.200460612

Reference yield:

: 796843-78-2
(3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

: 796843-83-9
5-{(2R,5S)-5-[(1S)-1-(benzyloxy)nonyl]tetrahydrofuran-2-yl}pentan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / dimethylformamide; tetrahydrofuran / 0 - 20 °C

2.1: 77 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

3.1: trimethyl phosphite; lithium bis(trimethylamide); copper(I) iodide / [RhCl(PPh₃)3] / tetrahydrofuran / 18 h / 0 - 20 °C

4.1: Grubbs' N-heterocyclic carbene catalyst / 1,2-dichloro-ethane / 13 h / 40 °C

4.2: H₂ / 1,2-dichloro-ethane / 6 h / 70 °C

4.3: 75 percent / hydrogen chloride / methanol / 1 h / 20 °C

With copper(l) iodide; ammonium cerium(IV) nitrate; lithium bis(trimethylamide); sodium hydride; phosphorous acid trimethyl ester; Grubbs catalyst first generation; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.200460612

Reference yield:

: 796843-78-2
(3S,4S)-3-3(4-methoxyphenoxy)dodec-1-en-4-ol

: 5-[(2R,5S)-5-((S)-1-Benzyloxy-nonyl)-tetrahydro-furan-2-yl]-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / dimethylformamide; tetrahydrofuran / 0 - 20 °C

2.1: 77 percent / ceric ammonium nitrate / acetonitrile; H₂O / 3 h / 20 °C

3.1: trimethyl phosphite; lithium bis(trimethylamide); copper(I) iodide / [RhCl(PPh₃)3] / tetrahydrofuran / 18 h / 0 - 20 °C

4.1: Grubbs' N-heterocyclic carbene catalyst / 1,2-dichloro-ethane / 13 h / 40 °C

4.2: H₂ / 1,2-dichloro-ethane / 6 h / 70 °C

4.3: 75 percent / hydrogen chloride / methanol / 1 h / 20 °C

5.1: pyridinium dichromate / dimethylformamide / 12 h / 20 °C

With copper(l) iodide; dipyridinium dichromate; ammonium cerium(IV) nitrate; lithium bis(trimethylamide); sodium hydride; phosphorous acid trimethyl ester; Grubbs catalyst first generation; tris(triphenylphosphine)rhodium(I) chloride; In tetrahydrofuran; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/anie.200460612