Technology Process of (33R,35S,91R,92R,5S,E)-5-(tert-butyl)-14,14-difluoro-4,7-dioxo-2,8,10-trioxa-6-aza-1(2,3)-quinoxalina-3(3,1)-pyrrolidina-9(1,2)-cyclopentanacyclotetradecaphan-12-ene-35-carboxylic acid
There total 33 articles about (33R,35S,91R,92R,5S,E)-5-(tert-butyl)-14,14-difluoro-4,7-dioxo-2,8,10-trioxa-6-aza-1(2,3)-quinoxalina-3(3,1)-pyrrolidina-9(1,2)-cyclopentanacyclotetradecaphan-12-ene-35-carboxylic acid which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
water; sodium hydroxide;
In
2-methyltetrahydrofuran; methanol;
at 15 - 20 ℃;
for 6h;
Large scale;
DOI:10.1021/acs.oprd.9b00469
- Guidance literature:
-
With
N-benzyl-trimethylammonium hydroxide;
In
water;
at 0 ℃;
for 20h;
Solvent;
Reagent/catalyst;
Large scale;
DOI:10.1021/acs.oprd.0c00244
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: trichlorophosphate / N,N-dimethyl-formamide; toluene / 6 h / 50 °C / Large scale
2.1: potassium osmate(VI) dihydrate; 4-methylmorpholine N-oxide / water; ethyl acetate / 22 h / 40 °C / Large scale
2.2: 1 h / 40 °C / Large scale
3.1: sodium hexamethyldisilazane / tetrahydrofuran / -5 °C / Large scale
4.1: potassium tert-butylate / tetrahydrofuran / -5 °C / Large scale
4.2: 1 h / 55 °C / Large scale
5.1: phosphoric acid; cyclopentyl methyl ether / water / Large scale
5.2: 14 h / -10 - 20 °C / Large scale
6.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; chloro-trimethyl-silane / N,N-dimethyl acetamide / 0 - 20 °C / Large scale
7.1: triphenylphosphine; bromine / acetonitrile / 1 h / -10 - -5 °C / Large scale
8.1: potassium hydroxide / water; acetonitrile / 23 h
With
potassium osmate(VI) dihydrate; chloro-trimethyl-silane; cyclopentyl methyl ether; phosphoric acid; potassium tert-butylate; bromine; sodium hexamethyldisilazane; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; potassium hydroxide; trichlorophosphate;
In
tetrahydrofuran; N,N-dimethyl acetamide; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/acs.oprd.0c00244