6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N¹-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite

Base Information

• Chemical Name: 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N¹-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite
• CAS No.: 1037305-43-3
• Molecular Formula: C₄₀H₅₀N₅O₇P
• Molecular Weight: 743.84
• Mol file: 1037305-43-3.mol

Synonyms:6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N¹-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite

Chemical Property of 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N¹-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N¹-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite

There total 6 articles about 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N¹-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite 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: 90.0%

7'-O-(4,4'-dimethoxytrityl)-5-methylmorpholino uridine (143485-05-6) + N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite (102691-36-1) → 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N1-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite (1037305-43-3)

Guidance literature:

With 4,5-dicyano-1H-imidazole; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2008.04.035

Reference yield:

1-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione (138239-62-0) → 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N1-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite (1037305-43-3)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium periodate / methanol / 3 h / 20 °C

2: sodium tetrahydroborate; acetic acid / methanol / Molecular sieve

3: 2H-tetrazole / dichloromethane; acetonitrile / 5 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; sodium periodate; acetic acid; 2H-tetrazole; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/jacs.6b08854

Reference yield:

C31H33N3O8 → 6'-O-(4,4'-dimethoxytrityl)-3'-O-cyanoethyl-1'-(N1-thymidine) morpholino (N,N-diisopropylamino) phosphorodiamidite (1037305-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; acetic acid / methanol / Molecular sieve

2: 2H-tetrazole / dichloromethane; acetonitrile / 5 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; acetic acid; 2H-tetrazole; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/jacs.6b08854

upstream raw materials:

7'-O-(4,4'-dimethoxytrityl)-5-methylmorpholino uridine

N,N,N',N'-tetraisopropyl 2-cyanoethylphosphorodiamidite

1-((2R,3R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-3,4-dihydroxytetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-3,4-diyl diacetate