1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

Base Information

Chemical Name:1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene
CAS No.:674325-87-2
Molecular Formula:C₃₆H₃₈O₄
Molecular Weight:534.695
Hs Code.:

Synonyms:1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

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Chemical Property of 1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

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Technology Process of 1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

There total 8 articles about 1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene 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:

: 674326-10-4
(3S,4R,5R,6S)-3-(4-methoxyphenyl)-4,5,6-tri(benzyloxy)-7-octen-1-ol

: 674325-87-2
1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

Guidance literature:: (3S,4R,5R,6S)-3-(4-methoxyphenyl)-4,5,6-tri(benzyloxy)-7-octen-1-ol; With ortho-nitrophenyl selenocyanate; tributylphosphine; In tetrahydrofuran; at 20 ℃;

With dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃;
DOI:10.1021/ol049942p

Reference yield:

: C₄₂H₄₃NO₆Se

: 674325-87-2
1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/jo0607562

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 674325-87-2
1-((3S,4R,5R,6S)-4,5,6-tri(benzyloxy)octa-1,7-dien-3-yl)-4-methoxybenzene

Guidance literature:: Multi-step reaction with 10 steps

1.1: SOCl₂ / 4 h / Heating

2.1: NaH; Bu₄NI / dimethylformamide / 0.5 h / 0 °C

3.1: 71 percent / H₂SO₄ / acetic acid; dioxane

4.1: BuLi / tetrahydrofuran; pentane / 2 h / 20 °C

4.2: 80 percent / tetrahydrofuran; pentane / Heating

5.1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 °C

6.1: 9.7 g / CH₂Cl₂ / -78 - 20 °C

7.1: Mg / tetrahydrofuran / Heating

7.2: CuI / tetrahydrofuran / 0.67 h / -78 °C

7.3: 95 percent / tetrahydrofuran / -78 - 20 °C

8.1: LiAlH₄ / diethyl ether / 3 h / 0 - 20 °C

9.1: Bu₃P / tetrahydrofuran

10.1: aq. H₂O₂ / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; oxalyl dichloride; tributylphosphine; sulfuric acid; dihydrogen peroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; magnesium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; pentane; 4.2: Wittig methylenation / 5.1: Swern oxidation;
DOI:10.1021/jo0607562