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inquiry(4R,12aS)-7-(benzyloxy)-4-Methyl-3,4-dihydro-2H-[1,3]oxazino[3,2-d]pyrido[1,2-a]pyrazine-6,8(12H,12aH)-dione CAS:1206102-09-1 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development,
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inquiryHello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryOur Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
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inquiryZibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi
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inquiry(R)-3-amino-1-butanol
methyl 1-(2,2-dihydroxyethyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
With acetic acid In toluene at 90℃; for 3.5h; | 96% |
With acetic acid In toluene at 90℃; for 2.5h; Product distribution / selectivity; | 83% |
With acetic acid In methanol; toluene at 90℃; for 2.5h; Reagent/catalyst; Temperature; | 83% |
With acetic acid In toluene at 90℃; for 2h; diastereoselective reaction; | 80% |
2-(2-hydroxy-2-phenylethyl)-3-[(phenylmethyl)oxy]-4H-pyran-4-one
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 2.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 2.2: 1.5 h / 25 °C 3.1: ethanol / 8.5 h / 65 - 80 °C 4.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 5.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 6.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 6 steps 1.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 2.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 2.2: 1.5 h / 25 °C 3.1: ethanol / 8.5 h / 65 - 80 °C 4.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 5.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 6.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 3 steps 1: methanesulfonyl chloride 2: ruthenium trichloride; sodium periodate 3: sodium periodate View Scheme | |
Multi-step reaction with 7 steps 1.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 1 h / 20 °C / Large scale 1.2: 1 h / Large scale 2.1: ruthenium trichloride; sodium periodate; sulfuric acid / acetonitrile; water / 20 °C / Large scale 3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale 4.1: ethanol / 3.5 h / 65 - 75 °C / Large scale 5.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale 6.1: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale 7.1: acetic acid / toluene / 2 h / 90 °C View Scheme |
C20H16O3
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 1.2: 1.5 h / 25 °C 2.1: ethanol / 8.5 h / 65 - 80 °C 3.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 4.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 5.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 1.2: 1.5 h / 25 °C 2.1: ethanol / 8.5 h / 65 - 80 °C 3.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 4.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 5.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 2 steps 1: ruthenium trichloride; sodium periodate 2: sodium periodate View Scheme |
4-oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic acid
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: ethanol / 8.5 h / 65 - 80 °C 2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 3: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 4: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 4 steps 1: ethanol / 8.5 h / 65 - 80 °C 2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 3: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 4: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 4 steps 1: ethanol / 1 h / Reflux 2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C 3: sodium periodate / methanol; water / 1 h / 20 °C 4: acetic acid / toluene / 3.5 h / 90 °C View Scheme | |
Multi-step reaction with 4 steps 1: ethanol / 3.5 h / 65 - 75 °C / Large scale 2: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale 3: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale 4: acetic acid / toluene / 2 h / 90 °C View Scheme |
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 2: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 3: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 2: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 3: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C 2: sodium periodate / methanol; water / 1 h / 20 °C 3: acetic acid / toluene / 3.5 h / 90 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale 2: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale 3: acetic acid / toluene / 2 h / 90 °C View Scheme |
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 2: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium periodate / methanol; water / 1 h / 20 °C 2: acetic acid / toluene / 3.5 h / 90 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale 2: acetic acid / toluene / 2 h / 90 °C View Scheme |
Maltol
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 4: ethanol / 8.5 h / 65 - 80 °C 5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 7: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 7 steps 1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 4: ethanol / 8.5 h / 65 - 80 °C 5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 7: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C 2.2: 1 h / -60 °C 3.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 4.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 4.2: 1.5 h / 25 °C 5.1: ethanol / 8.5 h / 65 - 80 °C 6.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 7.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 8.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme |
3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 2: ethanol / 8.5 h / 65 - 80 °C 3: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 4: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 5: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 5 steps 1: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 2: ethanol / 8.5 h / 65 - 80 °C 3: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 4: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 5: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 5 steps 1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale 2: ethanol / 3.5 h / 65 - 75 °C / Large scale 3: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale 4: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale 5: acetic acid / toluene / 2 h / 90 °C View Scheme |
benzyl bromide
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 4: ethanol / 8.5 h / 65 - 80 °C 5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 7: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 7 steps 1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 3: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 4: ethanol / 8.5 h / 65 - 80 °C 5: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 6: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 7: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 8 steps 1.1: potassium carbonate / acetonitrile / 5 h / 13 - 80 °C / Large scale 2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C 2.2: 1 h / -60 °C 3.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 4.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 4.2: 1.5 h / 25 °C 5.1: ethanol / 8.5 h / 65 - 80 °C 6.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 7.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 8.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme |
3-O-benzylmaltol
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 2: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 3: ethanol / 8.5 h / 65 - 80 °C 4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 5: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 6: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 6 steps 1: bromobenzene; selenium(IV) oxide / 13 h / 140 °C / Dean-Stark 2: sodium chlorite; aminosulfonic acid / water; acetone / 0.67 h / 20 °C / Cooling with ice 3: ethanol / 8.5 h / 65 - 80 °C 4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 4 h / 20 °C 5: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 6: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme | |
Multi-step reaction with 7 steps 1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -60 °C 1.2: 1 h / -60 °C 2.1: triethylamine; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; 1-methyl-pyrrolidin-2-one / 0.5 h / 30 °C 3.1: rhodium(III) chloride hydrate; sodium periodate; sulfuric acid / water; acetonitrile / 3.5 h / 20 °C 3.2: 1.5 h / 25 °C 4.1: ethanol / 8.5 h / 65 - 80 °C 5.1: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 28 - 35 °C / Large scale 6.1: sodium periodate; sulfuric acid / water; acetonitrile / 1 h / 14 - 17 °C 7.1: acetic acid / methanol; toluene / 2.5 h / 90 °C View Scheme |
benzyl chloride
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / methanol / 1 h / Reflux 2: periodic acid; chromium(VI) oxide / acetonitrile / 1.5 h / 20 °C 3: ethanol / 1 h / Reflux 4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C 5: sodium periodate / methanol; water / 1 h / 20 °C 6: acetic acid / toluene / 3.5 h / 90 °C View Scheme |
(R)-3-amino-1-butanol
1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Stage #1: 1-(2,3-dihydroxypropyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylic acid methyl ester With sodium periodate Stage #2: (R)-3-amino-1-butanol |
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1,8-diazabicyclo[5.4.0]undec-7-ene 2: ruthenium trichloride; sodium periodate 3: sodium periodate View Scheme |
2-[(E)-2-phenylethenyl]-3-[(phenylmethyl)oxy]-4H-pyran-4-one
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: ruthenium trichloride; sodium periodate; sulfuric acid / acetonitrile; water / 20 °C / Large scale 2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite / acetonitrile; water; ethyl acetate / 20 °C / Large scale 3: ethanol / 3.5 h / 65 - 75 °C / Large scale 4: sodium hydrogencarbonate / 1-methyl-pyrrolidin-2-one; water / 30 °C / Large scale 5: sodium periodate; acetic anhydride / acetonitrile; water / 30 °C / Large scale 6: acetic acid / toluene / 2 h / 90 °C View Scheme |
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
(4R,12aS)-7-(benzyloxy)-9-bromo-4-methyl-3,4,12,12atetrahydro-2H-pyrido [1′,2′:4,5]pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
With N-Bromosuccinimide In 1-methyl-pyrrolidin-2-one at 20℃; for 2h; Product distribution / selectivity; | 89% |
With N-Bromosuccinimide In 1-methyl-pyrrolidin-2-one; water at 5 - 20℃; for 4h; Solvent; Temperature; | 89% |
With N-Bromosuccinimide In N,N-dimethyl-formamide at 20℃; for 1.5h; | 86% |
With N-Bromosuccinimide In dichloromethane at 20℃; for 0.5h; Large scale; | 85% |
With N-Bromosuccinimide |
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / 1-methyl-pyrrolidin-2-one; water / 4 h / 5 - 20 °C 2: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5.5 h / 90 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2.5 h View Scheme | |
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Large scale 2: tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5 h / 90 °C / Large scale 3: hydrogen; 5%-palladium/activated carbon / tetrahydrofuran; water / 2 h / 40 °C View Scheme |
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
(4R,12aS)-N-(2,4-difluorobenzyl)-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2′:4,5]pyrazino-[2,1-b][1,3]oxazine-9-carboxamide sodium salt
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: N-Bromosuccinimide / 1-methyl-pyrrolidin-2-one; water / 4 h / 5 - 20 °C 2: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5.5 h / 90 °C 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 2.5 h 4: sodium hydroxide / ethanol / 80 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: N-Bromosuccinimide 2.1: tetrakis(triphenylphosphine) palladium(0) 3.1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran; methanol / 2.5 h 3.2: 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Large scale 2: tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5 h / 90 °C / Large scale 3: hydrogen; 5%-palladium/activated carbon / tetrahydrofuran; water / 2 h / 40 °C 4: sodium hydroxide / water; ethanol / 3 h / 25 °C View Scheme |
(4R,12aS)-7-(benzyloxy)-4-methyl-3,4,12,12a-tetrahydro-2H-pyrido[1′,2’:4,5] pyrazino[2,1-b][1,3]oxazine-6,8-dione
(4R,12aS)-7-(benzyloxy)-N-(2,4-difluorobenzyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2’:4,5]-pyrazino[2,1-b][1,3]oxazine-9-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimide 2: tetrakis(triphenylphosphine) palladium(0) View Scheme | |
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / dichloromethane / 0.5 h / 20 °C / Large scale 2: tetrakis(triphenylphosphine) palladium(0) / dimethyl sulfoxide / 5 h / 90 °C / Large scale View Scheme |
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