(4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

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Chemical Name:(4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one
CAS No.:859520-59-5
Molecular Formula:C₁₆H₁₈O₅
Molecular Weight:290.316
Hs Code.:

Synonyms:(4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

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Chemical Property of (4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

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Technology Process of (4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

There total 7 articles about (4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-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: 95.0%

: (1R,2R)-1-((R)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-2-phenyl-ethane-1,2-diol

: 32315-10-9
bis(trichloromethyl) carbonate

: 859520-59-5
(4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

Guidance literature:: With pyridine; In dichloromethane; at -70 ℃; for 0.1h;
DOI:10.1055/s-2005-868518

Reference yield:

: 859520-64-2
(tert-butyl-diphenyl-silanyloxy)-phenyl-acetic acid methyl ester

: 859520-59-5
(4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / i-Bu₂AlH / diethyl ether / 0.5 h / -78 °C

2: 78 percent / toluene / 48 h / 70 °C

3: 90 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

4: 95 percent / pyridine / CH₂Cl₂ / 0.1 h / -70 °C

With pyridine; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1055/s-2005-868518

Reference yield:

: 611-71-2
(R)-Mandelic Acid

: 859520-59-5
(4S,5R)-4-((2R,6S)-6-Ethoxy-5,6-dihydro-2H-pyran-2-yl)-5-phenyl-[1,3]dioxolan-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / p-TsOH / 3 h / Heating

2: 93 percent / imidazole; DMAP / CH₂Cl₂ / 12 h / 20 °C

3: 83 percent / i-Bu₂AlH / diethyl ether / 0.5 h / -78 °C

4: 78 percent / toluene / 48 h / 70 °C

5: 90 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

6: 95 percent / pyridine / CH₂Cl₂ / 0.1 h / -70 °C

With pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1055/s-2005-868518