Technology Process of (4R,5S)-5-[(R)-1-Azido-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde
There total 7 articles about (4R,5S)-5-[(R)-1-Azido-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
potassium carbonate;
In
methanol;
at 0 ℃;
for 12h;
DOI:10.1055/s-2000-7114
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 62 percent / K-selectride / tetrahydrofuran / 1 h / -78 °C
2.1: 4.2 g / NaN3; aq. NH4Cl / methanol / 44 h / Heating
3.1: 93 percent / p-TsOH / toluene / 0.33 h / Heating
4.1: 4-Angstroem molecular sieves; TMSTf / acetonitrile / 0.58 h / 20 °C
4.2: NaBH4 / methanol / 0.67 h / 0 °C
4.3: 89 percent / aq. HgCl2 / acetonitrile / 0.5 h
5.1: 100 percent / K2CO3 / methanol / 12 h / 0 °C
With
sodium azide; TMSTf; 4 A molecular sieve; potassium tri-sec-butyl-borohydride; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; toluene; acetonitrile;
1.1: Reduction / 2.1: Substitution / 3.1: Cyclization / 4.1: Methylation / 4.2: Reduction / 4.3: Hydrolysis / 5.1: Epimerization;
DOI:10.1055/s-2000-7114
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: CH2Cl2 / 12.33 h / -30 - 20 °C
2.1: Amberlite IR 120 / methanol / 6 h / 20 °C
3.1: 4.2 g / NaN3; aq. NH4Cl / methanol / 44 h / Heating
4.1: 93 percent / p-TsOH / toluene / 0.33 h / Heating
5.1: 4-Angstroem molecular sieves; TMSTf / acetonitrile / 0.58 h / 20 °C
5.2: NaBH4 / methanol / 0.67 h / 0 °C
5.3: 89 percent / aq. HgCl2 / acetonitrile / 0.5 h
6.1: 100 percent / K2CO3 / methanol / 12 h / 0 °C
With
sodium azide; TMSTf; 4 A molecular sieve; Amberlite IR 120; potassium carbonate; ammonium chloride; toluene-4-sulfonic acid;
In
methanol; dichloromethane; toluene; acetonitrile;
1.1: Addition / 2.1: Substitution / 3.1: Substitution / 4.1: Cyclization / 5.1: Methylation / 5.2: Reduction / 5.3: Hydrolysis / 6.1: Epimerization;
DOI:10.1055/s-2000-7114
![(4S,5S)-5-[(R)-1-Azido-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde](/Databaselist/images/loading.webp)
