4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one

Base Information

• Chemical Name: 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one
• CAS No.: 1426142-43-9
• Molecular Formula: C₃₁H₂₈N₆O₄
• Molecular Weight: 548.601
• Mol file: 1426142-43-9.mol

Synonyms:

Chemical Property of 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one

There total 5 articles about 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one 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:

1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidine-2,4(1H,3H)-dione (1426142-41-7) → 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one (1426142-43-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; 1,2,4-Triazole; trichlorophosphate / acetonitrile / Inert atmosphere

2: ammonium hydroxide / 1,4-dioxane / 12 h / Inert atmosphere

With 1,2,4-Triazole; ammonium hydroxide; triethylamine; trichlorophosphate; In 1,4-dioxane; acetonitrile;

DOI:10.1002/hlca.201200285

Reference yield:

1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione (96253-10-0) → 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one (1426142-43-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium azide / N,N-dimethyl-formamide / 5 h / 130 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere; Cooling with ice

2.2: 0.83 h / 20 °C / Inert atmosphere; Sonication

3.1: toluene / 24 h / Inert atmosphere; Reflux

4.1: triethylamine; 1,2,4-Triazole; trichlorophosphate / acetonitrile / Inert atmosphere

5.1: ammonium hydroxide / 1,4-dioxane / 12 h / Inert atmosphere

With 1,2,4-Triazole; ammonium hydroxide; sodium azide; sodium hydride; triethylamine; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 3.1: |Huisgen Cycloaddition;

DOI:10.1002/hlca.201200285

Reference yield:

1-[2-azido-2-deoxy-3-O-(prop-2-yn-1-yl)-5-O-(triphenylmethyl)-β-D-xylofuranosyl]pyrimidine-2,4(1H,3H)-dione (1426142-40-6) → 4-amino-1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidin-2(1H)-one (1426142-43-9)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 24 h / Inert atmosphere; Reflux

2: triethylamine; 1,2,4-Triazole; trichlorophosphate / acetonitrile / Inert atmosphere

3: ammonium hydroxide / 1,4-dioxane / 12 h / Inert atmosphere

With 1,2,4-Triazole; ammonium hydroxide; triethylamine; trichlorophosphate; In 1,4-dioxane; toluene; acetonitrile; 1: |Huisgen Cycloaddition;

DOI:10.1002/hlca.201200285

upstream raw materials:

1-[2-azido-2-deoxy-3-O-(prop-2-yn-1-yl)-5-O-(triphenylmethyl)-β-D-xylofuranosyl]pyrimidine-2,4(1H,3H)-dione

1-{(5aR,6R,8R,8aR)-5a,6,8,8a-tetrahydro-6-[(triphenylmethoxy)methyl]-4H-furo[3,4-b][1,2,3]triazolo[1,5-d][1,4]oxazin-8-yl}pyrimidine-2,4(1H,3H)-dione

1-[2,3-epoxy-5-O-(triphenylmethyl)-β-D-lyxofuranosyl]pyrimidine-2,4(1H,3H)-dione

1-(2-azido-2-deoxy-5-O-(triphenylmethyl)-β-D-xylofuranosyl)pyrimidine-2,4(1H,3H)-dione