6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile

Base Information

• Chemical Name: 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile
• CAS No.: 544704-46-3
• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.321
• Mol file: 544704-46-3.mol

Synonyms:6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile

Chemical Property of 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile

There total 3 articles about 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile 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: 84.0%

sodium cyanide (143-33-9,25596-52-5) + 2,6-anhydro-1,3,4-trideoxy-4-O-(phenylmethyl)-D-arabino-heptitol 6-methylbenzenesulfonate (544704-44-1) → 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile (544704-46-3)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; at 80 ℃; for 14h;

DOI:10.1016/S0957-4166(03)00126-5

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile (544704-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / p-toluenesulfonic acid / acetonitrile / 4 h / 20 °C

2.1: diisobutylaluminum hydride / toluene / 24 h / 20 °C

2.2: 2.70 g / 4-(N,N-dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 40 h / Heating

3.1: 84 percent / sodium iodide / dimethylformamide / 14 h / 80 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; sodium iodide; In N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1016/S0957-4166(03)00126-5

Reference yield:

2,6-anhydro-1,3,4-trideoxy-4,6-O-(phenylmethylene)-D-arabino-heptitol (544704-40-7) → 6-methyl-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-acetonitrile (544704-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisobutylaluminum hydride / toluene / 24 h / 20 °C

1.2: 2.70 g / 4-(N,N-dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 40 h / Heating

2.1: 84 percent / sodium iodide / dimethylformamide / 14 h / 80 °C

With diisobutylaluminium hydride; sodium iodide; In N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0957-4166(03)00126-5

upstream raw materials:

sodium cyanide

2,6-anhydro-1,3,4-trideoxy-4-O-(phenylmethyl)-D-arabino-heptitol 6-methylbenzenesulfonate

benzaldehyde dimethyl acetal

2,6-anhydro-1,3,4-trideoxy-4,6-O-(phenylmethylene)-D-arabino-heptitol

Downstream raw materials:

2-((3S,6R)-3-Benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-ethanol

1-[(2R,3S,6R)-tetrahydro-6-methyl-3-(phenylmethoxy)-2H-pyran-2-yl]-2-propanone