Technology Process of (3S,11aR)-N-[(2,4-difluorophenyl)methyl]-3-methyl-5,7-dioxo-6-[(phenylmethyl)oxy]-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide
There total 15 articles about (3S,11aR)-N-[(2,4-difluorophenyl)methyl]-3-methyl-5,7-dioxo-6-[(phenylmethyl)oxy]-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide which
guide to synthetic route it.
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synthetic route:
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1206103-45-8
(3S,11aR)-N-[(2,4-difluorophenyl)methyl]-3-methyl-5,7-dioxo-6-[(phenylmethyl)oxy]-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide
- Guidance literature:
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With
N-ethyl-N,N-diisopropylamine;
tetrakis(triphenylphosphine) palladium(0);
In
dimethyl sulfoxide;
at 90 ℃;
for 9h;
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1206103-45-8
(3S,11aR)-N-[(2,4-difluorophenyl)methyl]-3-methyl-5,7-dioxo-6-[(phenylmethyl)oxy]-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide
- Guidance literature:
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1206103-45-8
(3S,11aR)-N-[(2,4-difluorophenyl)methyl]-3-methyl-5,7-dioxo-6-[(phenylmethyl)oxy]-2,3,5,7,11,11a-hexahydro[1,3]oxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxamide
- Guidance literature:
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Multi-step reaction with 10 steps
1.1: potassium carbonate / acetonitrile / 5 h / 80 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C
2.2: 1 h / -60 °C
3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 30 °C
3.2: 0.5 h / 30 °C
4.1: sodium periodate; rhodium(III) chloride hydrate; water / acetonitrile; ethyl acetate / 1 h / 25 °C
4.2: 1 h / 25 °C
5.1: pyridine / ethanol / 8.5 h / 65 - 80 °C
6.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C
7.1: sodium periodate; acetic acid; water / acetonitrile / 2 h / 20 °C
8.1: acetic acid / acetonitrile; methanol / 4 h / 70 °C
9.1: N-Bromosuccinimide / 1-methyl-pyrrolidin-2-one / 2.5 h / 20 °C
10.1: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 9 h / 90 °C
With
pyridine; sodium periodate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium(0); rhodium(III) chloride hydrate; water; sodium hydrogencarbonate; potassium carbonate; acetic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethanol; water; dimethyl sulfoxide; ethyl acetate; acetonitrile;