(S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol

Base Information

Chemical Name:(S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol
CAS No.:96823-43-7
Molecular Formula:C₂₁H₃₂O₃
Molecular Weight:332.483
Hs Code.:

Synonyms:(S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol

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Chemical Property of (S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol

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Technology Process of (S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol

There total 20 articles about (S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-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: 90.0%

: 96823-42-6
(2S,3R)-3-Benzyloxy-5-((2S,3S)-3-but-3-enyl-3-methyl-oxiranyl)-3-ethyl-pentan-2-ol

: 96823-43-7
(S)-2-((5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hex-5-en-2-ol

Guidance literature:: camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4039(00)98547-2

Reference yield: 90.0%

: 96823-42-6
(2S,3R)-3-Benzyloxy-5-((2R,3S)-3-but-3-enyl-3-methyl-oxiranyl)-3-ethyl-pentan-2-ol

: 96823-43-7
(S)-2-<(2R,5R,6S)-5-benzyloxy-5-ethyl-6-methyltetrahydropyran-2-yl>-hex-5-en-2-ol

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1248/cpb.37.1705

Reference yield:

: 96823-48-2
(2S,3R)-3-Benzyloxy-5-[(4R,5S)-5-but-3-enyl-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxolan-4-yl]-3-ethyl-pentan-2-ol

: 96823-43-7
(S)-2-((5R,6S)-5-Benzyloxy-5-ethyl-6-methyl-tetrahydro-pyran-2-yl)-hex-5-en-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NaH / dimethylsulfoxide; tetrahydrofuran / Ambient temperature

2: 86 percent / 1N HCl / tetrahydrofuran / 50 °C

3: 1.) MesCl, Et₃N; 2.) K₂CO₃

4: 92 percent / DDQ / CH₂Cl₂; H₂O / 0 °C

5: 90 percent / 10-camphorsulphonic acid / CH₂Cl₂ / 0.25 h / 0 °C

With hydrogenchloride; sodium hydride; potassium carbonate; methanesulfonyl chloride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; camphor-10-sulfonic acid; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/S0040-4039(00)98547-2