[(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

Base Information

Chemical Name:[(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate
CAS No.:329966-21-4
Molecular Formula:C₁₇H₁₈O₆S
Molecular Weight:350.392
Hs Code.:

Synonyms:[(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of [(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

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Technology Process of [(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

There total 15 articles about [(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate 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: 45.0%

: 329966-20-3
(2R)-2-((tosyloxy)methyl)-8-hydroxy-1,4-benzodioxane

: 74-88-4
methyl iodide

: 329966-21-4
[(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

Guidance literature:: With sodium hydroxide; In ethanol; at 20 ℃; for 24h;
DOI:10.1021/jo0008340

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 145167-53-9
(S)-8-methoxy-1,4-benzodioxane-2-methanol

: 329966-21-4
[(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

Guidance literature:: With dmap; TEA; In dichloromethane; at 23 ℃;
DOI:10.1016/j.bmcl.2003.10.024

Reference yield:

: 86734-60-3
2-(benzyloxy)-3-hydroxybenzaldehyde

: 329966-21-4
[(2R)-8-Methoxy-2,3-dihydro-benzo[1,4]dioxin-2-yl]methyl 4-methylbenzenesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1: NaH / dimethylformamide / 23 °C

2: m-CPBA / CH₂Cl₂ / 23 °C

3: Al₂O₃ / methanol

4: NaH

5: 1,4-cyclohexadiene; NaHCO₃ / Pd/C / ethanol / 80 °C

6: TEA; DMAP / CH₂Cl₂ / 23 °C

With dmap; aluminum oxide; cyclohexa-1,4-diene; TEA; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 2: Baeyer-Villiger oxidation;
DOI:10.1016/j.bmcl.2003.10.024