3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate>

Base Information

• Chemical Name: 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate>
• CAS No.: 130699-84-2
• Molecular Formula: C₂₈H₃₅N₄O₉P
• Molecular Weight: 602.581
• Mol file: 130699-84-2.mol

Synonyms:

Chemical Property of 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate>

There total 5 articles about 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate> 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:

Acetic acid (2R,3S,5R)-2-{methoxy-[4-(4'-methyl-[2,2']bipyridinyl-4-yl)-butoxy]-phosphanyloxymethyl}-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester → 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate> (130699-84-2,130699-93-3)

Guidance literature:

With tert.-butylhydroperoxide; In methanol; Yield given; 1.) 0 deg C, 15 min, 2.) RT, 20 min;

DOI:10.1021/ja00001a041

Reference yield:

4,4'-dimethyl-2,2'-bipyridines (1134-35-6) → 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate> (130699-84-2,130699-93-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, 0 deg C, 1 h, 2.) RT, overnight

2: Dowex 50 W / CH₂Cl₂; methanol / 48 h / Heating

3: 85 percent / diisopropylethylamine / tetrahydrofuran / 0.5 h / Ambient temperature

4: tetrazole / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

5: tert-butyl hydroperoxide / methanol; various solvent(s) / 1.) 0 deg C, 15 min, 2.) RT, 20 min

With 1H-tetrazole; tert.-butylhydroperoxide; Dowex 50 W; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00001a041

Reference yield:

4-(4'-methyl-[2,2'-bipyridin]-4-yl)butan-1-ol (118724-27-9) → 3'-O-acetyl-2'-deoxythymidine 5'-<4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl phosphate> (130699-84-2,130699-93-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / diisopropylethylamine / tetrahydrofuran / 0.5 h / Ambient temperature

2: tetrazole / tetrahydrofuran; CH₂Cl₂ / 1 h / Ambient temperature

3: tert-butyl hydroperoxide / methanol; various solvent(s) / 1.) 0 deg C, 15 min, 2.) RT, 20 min

With 1H-tetrazole; tert.-butylhydroperoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/ja00001a041

upstream raw materials:

4,4'-dimethyl-2,2'-bipyridines

4-(4'-methyl-[2,2'-bipyridin]-4-yl)butan-1-ol

4-methyl-4'-<4-(tetrahydro-2-pyranyloxy)butyl>-2,2'-bipyridine

4-(4'-methyl-2,2'-bipyridin-4-yl)butyl methyl N,N-diisopropylphosphoramidite