C₂₁H₁₉N₃O₆

Base Information

• Chemical Name: C₂₁H₁₉N₃O₆
• CAS No.: 1236303-49-3
• Molecular Formula: C₂₁H₁₉N₃O₆
• Molecular Weight: 409.398
• Mol file: 1236303-49-3.mol

Synonyms:

Chemical Property of C₂₁H₁₉N₃O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₁H₁₉N₃O₆

There total 14 articles about C₂₁H₁₉N₃O₆ which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

prop-2-yn-1-ol methanesulfonate (16156-58-4) + (S)-8-ethyl-4,7-dioxo-2-(phenylcarbamoyl)-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-8-yl acetate (1236303-47-1) → C21H19N3O6 (1236303-49-3) + C21H19N3O6

Guidance literature:

(S)-8-ethyl-4,7-dioxo-2-(phenylcarbamoyl)-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-8-yl acetate; With potassium carbonate; In water; toluene; at 0 ℃; for 0.166667h; Inert atmosphere;

With tetrabutylammomium bromide; lithium bromide; In water; toluene; at 20 ℃; for 0.166667h; Inert atmosphere;

prop-2-yn-1-ol methanesulfonate; In water; toluene; at 80 ℃; for 1.5h; Inert atmosphere;

DOI:10.1002/asia.201000073

Reference yield:

2-chloro-8-ethyl-4-methoxy-5H-pyrano[4,3-d]pyrimidine (848891-83-8) → C21H19N3O6 (1236303-49-3) + C21H19N3O6

Guidance literature:

Multi-step reaction with 9 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; triethylamine / 5 h / 90 °C / 6965.99 Torr / Inert atmosphere

2.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / dichloromethane / 2 h / Inert atmosphere

5.1: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

6.1: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere

7.1: chloro-trimethyl-silane; water; sodium iodide / acetonitrile / 65 °C / Inert atmosphere; Darkness

8.1: pyridine; dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere

9.1: potassium carbonate / water; toluene / 0.17 h / 0 °C / Inert atmosphere

9.2: 0.17 h / 20 °C / Inert atmosphere

9.3: 1.5 h / 80 °C / Inert atmosphere

With pyridine; dmap; potassium osmate(VI) dihydrate; chloro-trimethyl-silane; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; oxalyl dichloride; lithium hydroxide monohydrate; methanesulfonamide; water; iodine; sodium hydrogencarbonate; potassium carbonate; triethylamine; N,N-dimethyl-formamide; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; calcium carbonate; sodium iodide; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 5.1: Sharpless dihydroxylation;

DOI:10.1002/asia.201000073

Reference yield:

methyl 8-ethyl-4-methoxy-5H-pyrano[4,3-d]pyrimidine-2-carboxylate (1236303-21-1) → C21H19N3O6 (1236303-49-3) + C21H19N3O6

Guidance literature:

Multi-step reaction with 8 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / dichloromethane / 2 h / Inert atmosphere

4.1: potassium osmate(VI) dihydrate; methanesulfonamide; potassium carbonate; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; potassium hexacyanoferrate(III) / water; tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

5.1: iodine; calcium carbonate / methanol; water / 15 h / 40 °C / Inert atmosphere

6.1: chloro-trimethyl-silane; water; sodium iodide / acetonitrile / 65 °C / Inert atmosphere; Darkness

7.1: pyridine; dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere

8.1: potassium carbonate / water; toluene / 0.17 h / 0 °C / Inert atmosphere

8.2: 0.17 h / 20 °C / Inert atmosphere

8.3: 1.5 h / 80 °C / Inert atmosphere

With pyridine; dmap; potassium osmate(VI) dihydrate; chloro-trimethyl-silane; oxalyl dichloride; lithium hydroxide monohydrate; methanesulfonamide; water; iodine; sodium hydrogencarbonate; potassium carbonate; N,N-dimethyl-formamide; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; calcium carbonate; sodium iodide; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol; 4.1: Sharpless dihydroxylation;

DOI:10.1002/asia.201000073

upstream raw materials:

2-chloro-8-ethyl-4-methoxy-5H-pyrano[4,3-d]pyrimidine

C₁₀H₁₀N₂O₄

C₁₆H₁₅N₃O₃

(S)-8-ethyl-8-hydroxy-4-methoxy-7-oxo-N-phenyl-7,8-dihydro-5H-pyrano[4,3-d]pyrimidine-2-carboxamide