5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate

Base Information

• Chemical Name: 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate
• CAS No.: 89849-90-1
• Molecular Formula: C₅₅H₅₃N₄O₁₄PS₂
• Molecular Weight: 1089.15
• Mol file: 89849-90-1.mol

Synonyms:5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate

Chemical Property of 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate

There total 7 articles about 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate 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: 92.0%

triethylammonium 5'-O-(dimethoxytrityl)thymidine 3'-benzoylphosphonate (89849-82-1) + 3'-O-(1,3-benzodithiol-2-yl)thymidine (84752-64-7) → 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate (89849-90-1)

Guidance literature:

With mesitylene-1,3-disulfonyl chloride; 3-nitro-1,2,4-triazole; In pyridine; for 0.5h; Ambient temperature;

DOI:10.1021/jo00186a012

Reference yield:

benzoylphosphonic acid (6881-61-4) → 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate (89849-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 750 mg / mesitylene-1,3-disulfonyl chloride (MDS), pyridine / 0.17 h / Ambient temperature

2: 92 percent / 3-nitro-1,2,4-triazole (NT), mesitylene-1,3-disulfonyl chloride (MDS) / pyridine / 0.5 h / Ambient temperature

With pyridine; mesitylene-1,3-disulfonyl chloride; 3-nitro-1,2,4-triazole; In pyridine;

DOI:10.1021/jo00186a012

Reference yield:

triethylammonium 5'-O-dimethoxytritylthymidine 3'-H-phosphonate (3868-27-7) → 5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl benzoylphosphonate (89849-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pivaloyl chloride; pyridine / 1 h

2: N,N-diethylaniline; bis(trimethyl)acetamide / CH₂Cl₂ / 2 h

With pyridine; 2,2-dimethylpropionamide; pivaloyl chloride; N,N-diethylaniline; In dichloromethane;

DOI:10.1016/S0968-0896(01)00140-7

upstream raw materials:

triethylammonium 5'-O-(dimethoxytrityl)thymidine 3'-benzoylphosphonate

3'-O-(1,3-benzodithiol-2-yl)thymidine

benzoylphosphonic acid di(trimethylsilyl) ester

5'-O-(4-4'-dimethoxytrityl)thymidine

Downstream raw materials:

5'-O-dimethoxytritylthymidin-3'-yl 3'-O-(1,3-benzodithiol-2-yl)thymidin-5'-yl H-phosphonate

C₄₈H₄₉N₄O₁₃PS₃