5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Base Information

Chemical Name:5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one
CAS No.:1039039-55-8
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

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Chemical Property of 5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

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Technology Process of 5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

There total 1 articles about 5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one 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:

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 1039039-55-8
5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / pyridine / 12 h / 0 °C

2.1: K₃PO₄ / PdCl₂(dppf) / tetrahydrofuran / 24 h / 60 °C

2.2: 70 percent / NaOH; H₂O₂ / tetrahydrofuran

3.1: 99 percent / hydrogen / Pd/C / methanol / 6 h / 20 °C

With pyridine; potassium phosphate; hydrogen; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; 2.1: Suzuki reaction;
DOI:10.1021/jo0507993

Reference yield:

: 1039039-55-8
5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 677707-87-8
2-[6-(2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-7-{6-[3-(2,2-dimethyl-4-oxo-4H-benzo[1,3]dioxin-5-yl)-propyl]-tetrahydro-pyran-2-yl}-5-methyl-heptyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 98 percent / triethylamine; sulfur trioxide; pyridine / dimethylsulfoxide; CH₂Cl₂ / 5 h / 0 - 20 °C

2.1: NaHMDS / diethyl ether / 0.25 h / -78 °C

2.2: 83 percent / diethyl ether / 15 h / 20 °C

3.1: 94 percent / p-toluenesulfonyl hydrazide; NaOAc / 1,2-dimethoxy-ethane / 4 h / Heating

With pyridine; sulfur trioxide; sodium acetate; sodium hexamethyldisilazane; triethylamine; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo0507993

Reference yield:

: 1039039-55-8
5-(3-((2S,6S)-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)propyl)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 863660-58-6
2-[6-(2-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-7-{6-[3-(2,2-dimethyl-4-oxo-4H-benzo[1,3]dioxin-5-yl)-propyl]-tetrahydro-pyran-2-yl}-5-methyl-hept-6-enyl)-tetrahydro-pyran-2-yl]-2-methyl-propionic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: SO₃*Py; TEA / dimethylsulfoxide; CH₂Cl₂ / 0 °C

2.1: NaHMDS / tetrahydrofuran; diethyl ether / 0.25 h / -78 °C

2.2: 83 percent / tetrahydrofuran; diethyl ether / 10 h / -78 - 20 °C

With pyridine-SO₃ complex; TEA; sodium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 2.2: Julia-Julia olefination;
DOI:10.1021/ja0315309