Technology Process of Diazo-[2-((3aS,6aR)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid methyl ester
There total 5 articles about Diazo-[2-((3aS,6aR)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
p-nitrobenzenesulfonic acid; sodium hexamethyldisilazane;
In
tetrahydrofuran;
1.) -78 deg C, 2.) -78 to 20 deg C;
DOI:10.1021/jo00113a008
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 100 percent / conc. sulfuric acid / 4 h / Heating
2.1: hydrogen / Pd-C / methanol / 4 h / 2068.59 Torr
3.1: 398 mg / sodium bicarbonate / dimethylformamide / 20 °C
4.1: 90 percent / N-methylmorpholine N-oxide / osmium tetroxide / H2O; acetone; 2-methyl-propan-2-ol / 20 °C
5.1: 94 percent / p-toluenesulfonic acid / acetone / 48 h
6.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
6.2: 88 percent / 4-nitrobenzenesulfonyl azide / tetrahydrofuran / -78 - 20 °C
With
sulfuric acid; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide;
palladium on activated charcoal; osmium(VIII) oxide;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
1.1: Esterification / 2.1: Hydrogenation / 3.1: Cyclization / 4.1: Oxidation / 5.1: Cyclization / 6.1: Metallation / 6.2: diazo transfer;
DOI:10.1016/S0040-4020(97)01033-8
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 398 mg / sodium bicarbonate / dimethylformamide / 20 °C
2.1: 90 percent / N-methylmorpholine N-oxide / osmium tetroxide / H2O; acetone; 2-methyl-propan-2-ol / 20 °C
3.1: 94 percent / p-toluenesulfonic acid / acetone / 48 h
4.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
4.2: 88 percent / 4-nitrobenzenesulfonyl azide / tetrahydrofuran / -78 - 20 °C
With
sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide;
osmium(VIII) oxide;
In
tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
1.1: Cyclization / 2.1: Oxidation / 3.1: Cyclization / 4.1: Metallation / 4.2: diazo transfer;
DOI:10.1016/S0040-4020(97)01033-8
![[2-((3aS,6aR)-2,2-Dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid methyl ester](/Databaselist/images/loading.webp)
