(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

Base Information

Chemical Name:(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol
CAS No.:192374-78-0
Molecular Formula:C₁₆H₂₂O₅
Molecular Weight:294.348
Hs Code.:

Synonyms:(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

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Chemical Property of (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

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Technology Process of (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

There total 5 articles about (2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-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: 82.7%

: 205811-03-6
(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-3-(4-methoxy-benzyloxy)-2-methyl-3,6-dihydro-2H-pyran

: 192374-78-0
(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1080/07328309808002326

Reference yield:

: 2,5-dimethoxybenzyl ethyl ether

: 192374-78-0
(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 56.1 percent / Li / tetrahydrofuran; diethyl ether / 1.5 h / -70 °C

2: 99.2 percent / NaH, Bu₄NI / tetrahydrofuran / 2.5 h / Heating

3: 30 percent / Heating

4: 82.7 percent / DDQ / CH₂Cl₂ / 1 h / Ambient temperature

With tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1080/07328309808002326

Reference yield:

: 205811-01-4
methyl 4-C-(2,5-dimethoxybenzyl)-6-deoxy-2,3-O-methoxymethylidene-α-L-talopyranoside

: 192374-78-0
(2S,3S,6R)-3-(2,5-Dimethoxy-benzyl)-6-methoxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 99.2 percent / NaH, Bu₄NI / tetrahydrofuran / 2.5 h / Heating

2: 30 percent / Heating

3: 82.7 percent / DDQ / CH₂Cl₂ / 1 h / Ambient temperature

With tetra-(n-butyl)ammonium iodide; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane;
DOI:10.1080/07328309808002326