2H-Pyran-2-methanol, tetrahydro-2-(2-hydroxy-4-methylphenyl)-6,6-dimethyl-

Base Information

Chemical Name:2H-Pyran-2-methanol, tetrahydro-2-(2-hydroxy-4-methylphenyl)-6,6-dimethyl-
CAS No.:630110-57-5
Molecular Formula:C15H22O3
Molecular Weight:250.338
Hs Code.:

Synonyms:

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Chemical Property of 2H-Pyran-2-methanol, tetrahydro-2-(2-hydroxy-4-methylphenyl)-6,6-dimethyl-

Chemical Property:

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Technology Process of 2H-Pyran-2-methanol, tetrahydro-2-(2-hydroxy-4-methylphenyl)-6,6-dimethyl-

There total 6 articles about 2H-Pyran-2-methanol, tetrahydro-2-(2-hydroxy-4-methylphenyl)-6,6-dimethyl- 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:

: 630110-53-1
6,6-dimethyl-5,6-dihydro-4H-pyran-2-carboxylic acid 2-iodo-5-methyl-phenyl ester

: 630110-57-5
2-(2-hydroxymethyl-6,6-dimethyl-tetrahydro-pyran-2-yl)-5-methyl-phenol

Guidance literature:: 6,6-dimethyl-5,6-dihydro-4H-pyran-2-carboxylic acid 2-iodo-5-methyl-phenyl ester; With pentamethylpiperidine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In N,N-dimethyl acetamide; at 100 ℃; for 96h;

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 20h;

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 20h; under 760 Torr;
DOI:10.1055/s-2003-40343

Reference yield:

: 43161-11-1
5-iodo-2-methylpent-2-ene

: 630110-57-5
2-(2-hydroxymethyl-6,6-dimethyl-tetrahydro-pyran-2-yl)-5-methyl-phenol

Guidance literature:: Multi-step reaction with 5 steps

1.1: t-BuLi / diethyl ether / 1 h / -78 °C

1.2: 52 percent / diethyl ether / 4 h / -78 °C

2.1: aq. KOH / ethanol / 20 h / Heating

3.1: aq. HCl / 100 °C / 0.4 Torr

4.1: 88 percent / DCC; DMAP / CH₂Cl₂ / 20 h / 20 °C

5.1: (+/-)-BINAP; pentamethylpiperidine / Pd₂(dba)3 / N,N-dimethyl-acetamide / 96 h / 100 °C

5.2: LiAlH₄ / diethyl ether / 20 h / 20 °C

5.3: H₂ / 5 percent Pd/C / ethanol / 20 h / 20 °C / 760 Torr

With hydrogenchloride; dmap; potassium hydroxide; pentamethylpiperidine; tert.-butyl lithium; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; dicyclohexyl-carbodiimide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In diethyl ether; ethanol; dichloromethane; N,N-dimethyl acetamide; 5.1: Heck reaction;
DOI:10.1055/s-2003-40343

Reference yield:

: 84375-03-1
2-Oxo-6-methylhept-5-enoic acid

: 630110-57-5
2-(2-hydroxymethyl-6,6-dimethyl-tetrahydro-pyran-2-yl)-5-methyl-phenol

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. HCl / 100 °C / 0.4 Torr

2.1: 88 percent / DCC; DMAP / CH₂Cl₂ / 20 h / 20 °C

3.1: (+/-)-BINAP; pentamethylpiperidine / Pd₂(dba)3 / N,N-dimethyl-acetamide / 96 h / 100 °C

3.2: LiAlH₄ / diethyl ether / 20 h / 20 °C

3.3: H₂ / 5 percent Pd/C / ethanol / 20 h / 20 °C / 760 Torr

With hydrogenchloride; dmap; pentamethylpiperidine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; dicyclohexyl-carbodiimide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In dichloromethane; N,N-dimethyl acetamide; 3.1: Heck reaction;
DOI:10.1055/s-2003-40343