(+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

Base Information

Chemical Name:(+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol
CAS No.:153037-13-9
Molecular Formula:C₃₁H₄₈O₄Si
Molecular Weight:512.805
Hs Code.:

(+/-)-(E)-1-<4-<tert-(Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

Synonyms:(+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

Chemical Property:

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Technology Process of (+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

There total 9 articles about (+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-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: 88.0%

: 139229-99-5
1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene

: 153037-11-7
(E)-8-(3,5-dimethoxyphenyl)-5-methyl-5-octenal

: 153037-13-9
(+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

Guidance literature:: With tert.-butyl lithium; 1.) pentane, ether, -78 deg C, 45 min, 2.) ether, r.t., 8 h;
DOI:10.1021/jo00079a045

Reference yield:

: 147663-61-4,29584-66-5
trans-3-(3,5-dimethoxyphenyl)-2-propen-1-ol

: 153037-13-9
(+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2 min, 2.) CH₂Cl₂, 5 min

3: 82 percent / propionic acid / 3 h / 140 °C

4: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

5: Ph₃P, CBr₄ / diethyl ether / 8 h / Ambient temperature

6: 88 percent / DMSO / 2 h / 50 °C

7: 63 percent / DIBAL-H / benzene / 14 h / Ambient temperature

8: 88 percent / 1.92M t-BuLi / 1.) pentane, ether, -78 deg C, 45 min, 2.) ether, r.t., 8 h

With lithium aluminium tetrahydride; oxalyl dichloride; carbon tetrabromide; tert.-butyl lithium; diisobutylaluminium hydride; dimethyl sulfoxide; propionic acid; triethylamine; triphenylphosphine; In diethyl ether; benzene;
DOI:10.1021/jo00079a045

Reference yield:

: 42174-79-8,29584-64-3
(E)-ethyl 3-(3,5-dimethoxyphenyl)acrylate

: 153037-13-9
(+/-)-(E)-1-<4--3,5-dimethylphenyl>-8-(3,5-dimethoxyphenyl)-5-methyl-5-octen-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1: LiAlH₄ / tetrahydrofuran / 6 h / Heating

2: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2 min, 2.) CH₂Cl₂, 5 min

4: 82 percent / propionic acid / 3 h / 140 °C

5: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

6: Ph₃P, CBr₄ / diethyl ether / 8 h / Ambient temperature

7: 88 percent / DMSO / 2 h / 50 °C

8: 63 percent / DIBAL-H / benzene / 14 h / Ambient temperature

9: 88 percent / 1.92M t-BuLi / 1.) pentane, ether, -78 deg C, 45 min, 2.) ether, r.t., 8 h

With lithium aluminium tetrahydride; oxalyl dichloride; carbon tetrabromide; tert.-butyl lithium; diisobutylaluminium hydride; dimethyl sulfoxide; propionic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1021/jo00079a045