2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

Base Information

Chemical Name:2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether
CAS No.:82042-00-0
Molecular Formula:C₂₄H₃₅NO₃
Molecular Weight:385.547
Hs Code.:

Synonyms:2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

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Chemical Property of 2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

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Technology Process of 2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

There total 6 articles about 2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether 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: 88.0%

: 100-39-0
benzyl bromide

: 82041-99-4
(R)-3-{(1R,2R,3R)-3-Hydroxy-2-methyl-2-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentyl}-butyronitrile

: 82042-00-0
2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1.) 0 deg C, 30 min, 2.) room temperature, 1 h, 3.) 50 deg C, 10 h;
DOI:10.1021/ja00379a029

Reference yield:

: 81987-61-3
(S)-2-{(1R,4R,5R)-4-Hydroxy-5-methyl-5-[(R)-1-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl}-propionic acid

: 82042-00-0
2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

Guidance literature:: Multi-step reaction with 6 steps

2: H₂ / PtO₂ / ethyl acetate / 2.5 h / Ambient temperature

3: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

4: pyridine / 12 h / 0 - 5 °C

5: dimethylsulfoxide / 2 h / 90 °C

6: 88 percent / NaH, Bu₄NI / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h, 3.) 50 deg C, 10 h

With lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; platinum(IV) oxide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/ja00379a029

Reference yield:

: 82041-93-8
methyl α,5-dimethyl-4-hydroxy-5-<1-<(tetrahydro-2H-pyran-2-yl)oxy>ethyl>-2-cyclopentene-1-acetate

: 82042-00-0
2-(2-cyano-1-methylethyl)-1-methyl-5-(phenylmethoxy)-α,1-dimethylcyclopentane-1-methanol tetrahydro-2H-pyran-2-yl ether

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / PtO₂ / ethyl acetate / 2.5 h / Ambient temperature

2: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

3: pyridine / 12 h / 0 - 5 °C

4: dimethylsulfoxide / 2 h / 90 °C

5: 88 percent / NaH, Bu₄NI / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min, 2.) room temperature, 1 h, 3.) 50 deg C, 10 h

With lithium aluminium tetrahydride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; platinum(IV) oxide; In tetrahydrofuran; pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/ja00379a029