Technology Process of [(S)-4-(3,4-Dimethoxy-benzyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-[2-(2-methoxy-ethoxymethoxy)-phenyl]-methanone
There total 6 articles about [(S)-4-(3,4-Dimethoxy-benzyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-[2-(2-methoxy-ethoxymethoxy)-phenyl]-methanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
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Multi-step reaction with 6 steps
1: 87 percent / KOH / ethanol / Ambient temperature
2: 72 percent / NaH / tetrahydrofuran / Heating
3: AD-mix-β <(DHQD)2PHAL> / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
4: 93 percent / p-TsOH / tetrahydrofuran / Ambient temperature
5: 85 percent / DIBALH / toluene / 0.5 h / -78 °C
6: 1.) n-BuLi; 2.) pyridiniumchlorochromate, NaOAc / 1.) THF, -78 deg C to r.t.; 2.) CH2Cl2, reflux
With
potassium hydroxide; n-butyllithium; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; pyridinium chlorochromate;
In
tetrahydrofuran; ethanol; water; toluene; tert-butyl alcohol;
DOI:10.3987/COM-97-S24
- Guidance literature:
-
Multi-step reaction with 4 steps
1: AD-mix-β <(DHQD)2PHAL> / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
2: 93 percent / p-TsOH / tetrahydrofuran / Ambient temperature
3: 85 percent / DIBALH / toluene / 0.5 h / -78 °C
4: 1.) n-BuLi; 2.) pyridiniumchlorochromate, NaOAc / 1.) THF, -78 deg C to r.t.; 2.) CH2Cl2, reflux
With
n-butyllithium; sodium acetate; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; pyridinium chlorochromate;
In
tetrahydrofuran; water; toluene; tert-butyl alcohol;
DOI:10.3987/COM-97-S24
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 72 percent / NaH / tetrahydrofuran / Heating
2: AD-mix-β <(DHQD)2PHAL> / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C
3: 93 percent / p-TsOH / tetrahydrofuran / Ambient temperature
4: 85 percent / DIBALH / toluene / 0.5 h / -78 °C
5: 1.) n-BuLi; 2.) pyridiniumchlorochromate, NaOAc / 1.) THF, -78 deg C to r.t.; 2.) CH2Cl2, reflux
With
n-butyllithium; sodium acetate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; pyridinium chlorochromate;
In
tetrahydrofuran; water; toluene; tert-butyl alcohol;
DOI:10.3987/COM-97-S24