(E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

Base Information

Chemical Name:(E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate
CAS No.:944163-96-6
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:(E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

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Chemical Property of (E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

Chemical Property:

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Technology Process of (E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

There total 5 articles about (E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate 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: 59.0%

: 944163-78-4
(E)-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-ene-1,6-diol

: 79-22-1
methyl chloroformate

: 944163-96-6
(E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/ejoc.200601019

Reference yield:

: 49769-82-6
dimethyl 2-(4'-methylbenzyl)malonate

: 944163-96-6
(E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dppb; NaH / Pd₂(dba)3 / tetrahydrofuran / 20 °C

1.2: 55 percent / tetrahydrofuran / 24 h / 20 °C

2.1: 94 percent / imidazole; Et₃N / CH₂Cl₂ / 15 h / 20 °C

3.1: 82 percent / LiAlH₄ / diethyl ether / 0.5 h / 20 °C

4.1: 74 percent / Bu₄NF*3H₂O / tetrahydrofuran / 15 h / 20 °C

5.1: 59 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; 1,4-di(diphenylphosphino)-butane; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200601019

Reference yield:

: 944163-47-7
dimethyl [(E)-4-hydroxybut-2-en-1-yl](4-methylbenzyl)malonate

: 944163-96-6
(E)-6-hydroxy-5-(hydroxymethyl)-5-(4-methylbenzyl)hex-2-en-1-yl methyl carbonate

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / imidazole; Et₃N / CH₂Cl₂ / 15 h / 20 °C

2: 82 percent / LiAlH₄ / diethyl ether / 0.5 h / 20 °C

3: 74 percent / Bu₄NF*3H₂O / tetrahydrofuran / 15 h / 20 °C

4: 59 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1002/ejoc.200601019