(S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

Base Information

Chemical Name:(S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether
CAS No.:131635-41-1
Molecular Formula:C₁₄H₂₀O₄
Molecular Weight:252.31
Hs Code.:

Synonyms:(S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

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Chemical Property of (S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

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Technology Process of (S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

There total 5 articles about (S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-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: 80.0%

: 131619-21-1
(S)-1-phenyl-2-hydroxyethyl (2R,3R,4R)-3,4-epoxy-4-methyltetrahydropyran-2-yl ether

: 131635-41-1
(S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 8h; Ambient temperature;
DOI:10.1021/jo00002a079

Reference yield:

: 131619-14-2
4-Methyl-3,4-dihydro-2H-pyran-4-ol

: 131635-41-1
(S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

Guidance literature:: Multi-step reaction with 5 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / 5 h

2: 35 percent / iodinium bis-collidine perchlorate / CH₂Cl₂ / 1 h / 0 °C

3: 97 percent / LiAlH₄ / tetrahydrofuran / 0 °C

4: 93 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 18 h / 0 °C

5: 80 percent / LiAlH₄ / tetrahydrofuran / 8 h / Ambient temperature

With lithium aluminium tetrahydride; iodonium(di-γ-collidine) perchlorate; pyridinium p-toluenesulfonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00002a079

Reference yield:

: 131619-15-3
4-penten-1-yl 5,6-dihydro-4-methyl-2H-pyran-2-yl ether

: 131635-41-1
(S)-1-phenyl-2-hydroxyethyl (2R,4R)-4-hydroxy-4-methyltetrahydropyran-2-yl ether

Guidance literature:: Multi-step reaction with 4 steps

1: 35 percent / iodinium bis-collidine perchlorate / CH₂Cl₂ / 1 h / 0 °C

2: 97 percent / LiAlH₄ / tetrahydrofuran / 0 °C

3: 93 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 18 h / 0 °C

4: 80 percent / LiAlH₄ / tetrahydrofuran / 8 h / Ambient temperature

With lithium aluminium tetrahydride; iodonium(di-γ-collidine) perchlorate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00002a079