5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine

Base Information

• Chemical Name: 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine
• CAS No.: 124716-09-2
• Molecular Formula: C₄₄H₄₈N₅O₁₃PS
• Molecular Weight: 917.931
• Mol file: 124716-09-2.mol

Synonyms:5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine

Chemical Property of 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine

There total 7 articles about 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine 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: 93.0%

5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidin-3'-yl 2-((3,4,5-tris(octadecyloxy)benzoyl)oxy)acetate → 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine (124716-09-2)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; isopropyl alcohol; at 0 ℃; for 0.5h;

Reference yield: 86.0%

C49H54N5O15PS (187539-25-9) → 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine (124716-09-2)

Guidance literature:

With hydrazine hydrate; In pyridine; acetic acid; at 20 ℃; for 0.5h;

DOI:10.1080/07328319908044844

Reference yield:

3'-O-levulinoylthymidine (78635-98-0) → 5'-O-((2-cyanoethoxy)-(5'-O-(4,4'-dimethoxytrityl)thymidin-3'-yl)phosphorothioyl)thymidine (124716-09-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: PCl₃; 1,2,4-triazole; N-methylmorpholine / tetrahydrofuran / 1 h / 0 °C

1.2: tetrahydrofuran / 1 h / 0 °C

1.3: tetrahydrofuran / 1 h / 20 °C

2.1: elementary sulfur / pyridine / 0.5 h / 50 °C

3.1: hydrazine hydrate / acetic acid / 0.17 h / 0 °C

With 4-methyl-morpholine; 1,2,4-Triazole; sulfur; hydrazine hydrate; phosphorus trichloride; In tetrahydrofuran; pyridine; acetic acid; 1.1: Substitution / 1.2: Substitution / 1.3: Substitution / 2.1: sulfurization / 3.1: Substitution;

DOI:10.1080/15257770008033035

upstream raw materials:

C₄₉H₅₄N₅O₁₅PS

3'-O-levulinoylthymidine

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

5'-O-(4,4'-dimethoxytrityl)-3'-O-levulinyl dithymidyl 2-cyanoethyl phosphate