Technology Process of Diazo-[2-((3aS,6aR)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester
There total 7 articles about Diazo-[2-((3aS,6aR)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
[2-((3aS,6aR)-2,2-Dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 0.5h;
With
p-nitrobenzenesulfonyl azide;
In
tetrahydrofuran;
at -78 - 20 ℃;
DOI:10.1016/S0040-4020(97)01033-8
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: oxalyl chloride; DMF / benzene / 1 h / Heating
1.2: 92 percent / triethylamine / CH2Cl2 / 1.2 h / 0 - 20 °C
2.1: hydrogen / Pd-C / methanol / 4 h / 2068.59 Torr
3.1: 4.88 g / sodium bicarbonate / dimethylformamide / 20 °C
4.1: 100 percent / N-methylmorpholine N-oxide / osmium tetroxide / H2O; acetone; 2-methyl-propan-2-ol / 20 °C
5.1: 85 percent / p-toluenesulfonic acid / acetone / 48 h
6.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
6.2: 42 percent / 4-nitrobenzenesulfonyl azide / tetrahydrofuran / -78 - 20 °C
With
oxalyl dichloride; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N,N-dimethyl-formamide;
palladium on activated charcoal; osmium(VIII) oxide;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
1.1: Condensation / 1.2: 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 6 steps
1.1: oxalyl chloride; DMF / benzene / 1 h / Heating
1.2: 92 percent / triethylamine / CH2Cl2 / 1.2 h / 0 - 20 °C
2.1: hydrogen / Pd-C / methanol / 4 h / 2068.59 Torr
3.1: 4.88 g / sodium bicarbonate / dimethylformamide / 20 °C
4.1: 100 percent / N-methylmorpholine N-oxide / osmium tetroxide / H2O; acetone; 2-methyl-propan-2-ol / 20 °C
5.1: 85 percent / p-toluenesulfonic acid / acetone / 48 h
6.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C
6.2: 42 percent / 4-nitrobenzenesulfonyl azide / tetrahydrofuran / -78 - 20 °C
With
oxalyl dichloride; hydrogen; sodium hexamethyldisilazane; sodium hydrogencarbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N,N-dimethyl-formamide;
palladium on activated charcoal; osmium(VIII) oxide;
In
tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;
1.1: Condensation / 1.2: 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
![[2-((3aS,6aR)-2,2-Dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-phenyl]-acetic acid (1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl ester](/Databaselist/images/loading.webp)
