(3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Base Information

• Chemical Name: (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid
• CAS No.: 146579-19-3
• Molecular Formula: C₁₂H₁₅N₃O₆
• Molecular Weight: 297.268
• Mol file: 146579-19-3.mol

Synonyms:(3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Chemical Property of (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid

There total 1 articles about (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid 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: 86.0%

2',3'-O-isopropylidenecytidine (362-42-5) → (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid (146579-19-3)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; sodium hydrogencarbonate; In water; acetonitrile; at 0 - 20 ℃;

DOI:10.1021/acscombsci.9b00072

Reference yield: 88.0%

D-phenylalanine methyl ester (21685-51-8) + (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid (146579-19-3) → methyl ((3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro [3,4-d][1,3]dioxole-4-carbonyl)-D-phenylalaninate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acscombsci.9b00072

Reference yield: 87.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + (3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid (146579-19-3) → methyl ((3aS,4S,6R,6aR)-6-(4-amino-2-oxopyrimidin-1(2H)-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carbonyl)-L-phenylalaninate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acscombsci.9b00072

upstream raw materials:

2',3'-O-isopropylidenecytidine

Downstream raw materials:

C₄₇H₅₉N₁₉O₁₃

C₃₇H₅₇N₁₉O₁₃

C₄₅H₆₅N₂₁O₁₄S