rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

Base Information

Chemical Name:rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol
CAS No.:143191-38-2
Molecular Formula:C₁₆H₂₄O₄
Molecular Weight:280.364
Hs Code.:

Synonyms:rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

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Chemical Property of rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

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Technology Process of rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

There total 4 articles about rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-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:

: 83569-29-3
cis,cis-2-methyl-3-hydroxy-4-(iodomethyl)-γ-butyrolactone

: 143191-38-2
rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / n-Bu₃SnH, AIBN / a) benzene, reflux, 6 h, b) benzene, CCl₄, 12 h

2: 94 percent / diisopropylethylamine / CH₂Cl₂ / 72 h / Ambient temperature

3: 81 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

4: 1) a) n-BuLi, 2) NaH / 1) DME, a) -78 deg C, 1 h, b) to room temperature, 30 min, 2) benzene, reflux, 30 min

With n-butyllithium; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/jo00047a020

Reference yield:

: 116696-37-8
rel-(3S,4R,5S)-dihydro-4-hydroxy-3,5-dimethyl-2(3H)-furanone

: 143191-38-2
rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / diisopropylethylamine / CH₂Cl₂ / 72 h / Ambient temperature

2: 81 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

3: 1) a) n-BuLi, 2) NaH / 1) DME, a) -78 deg C, 1 h, b) to room temperature, 30 min, 2) benzene, reflux, 30 min

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene;
DOI:10.1021/jo00047a020

Reference yield:

: 143191-34-8
rel-(3S,4R,5S)-dihydro-4-(methoxymethoxy)-3,5-dimethyl-2(3H)-furanone

: 143191-38-2
rel-(2R,3R,4R)-trans-5-(p-methoxyphenyl)-3-(methoxymethoxy)-4-methyl-1-hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / diisobutylaluminum hydride / toluene / 0.17 h / -78 °C

2: 1) a) n-BuLi, 2) NaH / 1) DME, a) -78 deg C, 1 h, b) to room temperature, 30 min, 2) benzene, reflux, 30 min

With n-butyllithium; sodium hydride; diisobutylaluminium hydride; In toluene;
DOI:10.1021/jo00047a020