2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

Base Information

Chemical Name:2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol
CAS No.:184868-95-9
Molecular Formula:C₂₂H₃₀O₄
Molecular Weight:358.478
Hs Code.:

Synonyms:2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

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Chemical Property of 2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

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Technology Process of 2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

There total 6 articles about 2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-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:

: 20416-16-4
(3-methylfuran-2-yl)methanol

: 184868-95-9
2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi / 1.) THF, 0 deg C, 2.5 h, 2.) THF, -40 deg C, 1.25 h

2: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 25 deg C, 1 h, 2.) DMF, 100 deg C, 18 h

3: 63 percent / aq. NaOH / tetrahydrofuran / 18 h / Heating

4: oxalyl chloride / CH₂Cl₂ / 19 h / 0 - 25 °C

5: 1.) LiN(TMS)2, 3.) LiBH₄

With sodium hydroxide; lithium borohydride; n-butyllithium; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(96)00865-4

Reference yield:

: 6141-57-7
methyl 3-methylfuran-2-carboxylate

: 184868-95-9
2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: 1.) n-BuLi / 1.) THF, 0 deg C, 2.5 h, 2.) THF, -40 deg C, 1.25 h

3: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 25 deg C, 1 h, 2.) DMF, 100 deg C, 18 h

4: 63 percent / aq. NaOH / tetrahydrofuran / 18 h / Heating

5: oxalyl chloride / CH₂Cl₂ / 19 h / 0 - 25 °C

6: 1.) LiN(TMS)2, 3.) LiBH₄

With sodium hydroxide; lithium aluminium tetrahydride; lithium borohydride; n-butyllithium; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(96)00865-4

Reference yield:

: 130446-62-7
5-Hydroxymethyl-4-methyl-furan-2-carboxylic acid

: 184868-95-9
2-[2-(5-benzyloxymethyl-4-methylfuryl)-2-hydroxymethyl]-6-methyl-6-hepten-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, 2.) n-Bu₄NI / 1.) DMF, 25 deg C, 1 h, 2.) DMF, 100 deg C, 18 h

2: 63 percent / aq. NaOH / tetrahydrofuran / 18 h / Heating

3: oxalyl chloride / CH₂Cl₂ / 19 h / 0 - 25 °C

4: 1.) LiN(TMS)2, 3.) LiBH₄

With sodium hydroxide; lithium borohydride; oxalyl dichloride; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(96)00865-4